Category: 955959-84-9

Synthetic Route of 955959-84-9,Some common heterocyclic compound, 955959-84-9, name is 4-(4-Bromophenyl)dibenzo[b,d]furan, molecular formula is C18H11BrO, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

475 mg (1.00 mmol) of Intermediate (H), 388 mg (1.20 mmol) of 4-(4-bromophenyl)dibenzo[b,d]furan, 91.6 mg(0.100 mmol) of Pd2(dba)3, 100 mL (50percent in toluene, 0.200 mmol) of tri-tert-butylphosphine (ttbp), and 192 mg (2.00mmol) of sodium tert-butoxide were added to 10 mL of xylene, and then, the mixture was heated at a temperature of145 °C while stirring. When the reaction stopped, the reaction product was cooled to room temperature and then subjectedto silica gel to perform filtering under a reduced pressure, and the filtration solution was concentrated under a reducedpressure. The product was subjected to silica gel column chromatography (ethylacetate: n-hexane = 1: 4 volume tovolume). The product was refined by recrystallization using toluene/methanol to obtain 508 mg (yield of 71 percent) of Compound4 as a target compound. LC-Mass (calculated: 715.26 g/mol, found: M+1 = 716 g/mol)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4-(4-Bromophenyl)dibenzo[b,d]furan, its application will become more common.

Reference:
Patent; Samsung Electronics Co., Ltd; Samsung SDI Co., Ltd.; Jung, Yongsik; Son, Jhunmo; Lee, Seungjae; Kim, Youngkwon; Kim, Hyungsun; Chung, Yeonsook; EP2878599; (2015); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 955959-84-9, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 955959-84-9 name is 4-(4-Bromophenyl)dibenzo[b,d]furan, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

A solution of dibenzofuran-4-boronic acid (1.0 g, 4.7 mmol) in ethanol (10 ML) was added to a stirred solution of 1- bromo-4-iodobenzene (1.33 g, 4.7 mmol) and tetrakis- (triphenylphosphine) palladium (0) (271 mg, 5 MOLpercent) in toluene (40 mL). 2N sodium carbonate (4.7 mL, 9.4 mmol) was added and the reaction was heated to 90°C (oil bath temp. ) for 2-3 hrs until complete (TLC control). The reaction mixture was cooled to room temperature and partitioned between water and diethyl ether. The phases were separated, the aqueous phase being further extracted with diethyl ether (2 x 20 mL). The combined extract was washed with water and brine. The ethereal solution was dried over anhydrous MGS04, filtered and concentrated in vacuo to yield 4- (4-BROMOPHENYL)-DIBENZOFURAN as a yellow solid, which was used immediately without further purification. A solution of 4-FORMYLPHENYLBORONIC acid (0.9 g, 5.64 mmol) in ethanol (10 mL) was added to a stirred solution of the crude 4- (4-BROMOPHENYL)-DIBENZOFURAN (from the previous reaction) in toluene (40 mL). tetrakis- (Triphenylphosphine) palladium (0) (270 mg, 5 molpercent) and 2N sodium carbonate (4.7 mL, 9.4 mmol) were added and the reaction was heated to 100°C (oil bath temp. ) for 2-3 hrs until complete (TLC control). The reaction mixture was cooled to room temperature and partitioned between water and ethyl acetate. The phases were separated, the aqueous phase being further extracted with ethyl acetate (2 x 20 mL). The combined extract was washed with 0.5 N hydrochloric acid, water and brine and then dried over anhydrous MGS04, filtered and concentrated in vacuo. Purification of the product by flash column chromatography, using 10-20percent ethyl acetate in hexane as eluent, afforded the title compound has a white solid (1.51g).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-(4-Bromophenyl)dibenzo[b,d]furan, and friends who are interested can also refer to it.

Reference:
Patent; THE INSTITUTE OF PHARMACEUTICAL DISCOVERY, LLC; WO2004/99170; (2004); A2;,
Bromide – Wikipedia,
bromide – Wiktionary

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 955959-84-9, name is 4-(4-Bromophenyl)dibenzo[b,d]furan, A new synthetic method of this compound is introduced below., HPLC of Formula: C18H11BrO

4(4-bromophenyl)dibenzo[b,d]furan (138 mmol) and 4(9-ethyl-9H-indazol-1-yl)aniline (125.5 mmol) were added to the reaction vessel in that order. After tris(dibenzylideneacetone)dipalladium (6.3 mmol), tri-tert-butylphosphine (12.5 mmol), sodium t-butoxide (376.4 mmol), and toluene 1320 mL, the reaction was carried out at 100 ° C; The organic matter was extracted with diethyl ether and water, and the organic layer was dried over magnesium sulfate. Intermediate 1, 94.13 mmol (75percent), mass spectrum: theoretical 528.24, calculated 528.20;

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; Jilin Aolaide Optoelectric Materials Co., Ltd.; Wang Hui; Wang Kang; Li He; Li Long; Li Xiaolong; Wang Jinzheng; Ma Xiaoyu; (27 pag.)CN108864062; (2018); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 955959-84-9,Some common heterocyclic compound, 955959-84-9, name is 4-(4-Bromophenyl)dibenzo[b,d]furan, molecular formula is C18H11BrO, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

In a stream of argon, 185 g of 1-acetamide (manufactured by TOKYO CHEMICAL INDUSTRY CO., LTD.), 323 g of Intermediate 1-6 (manufactured by Wako Pure Chemical Industries, Ltd.), 544 g of potassium carbonate (manufactured by Wako Pure Chemical Industries, Ltd.), 12. 5 g of a copper powder (manufactured by Wako Pure Chemical Industries, Ltd.), and 2 L of decalin were loaded and subjected to a reaction at 190°C for 4 days. After the reaction, the resultant was cooled, and then 2 L of toluene were added to the resultant. The insoluble portion was taken by filtration. The product taken by filtration was dissolved in 4.5 L of chloroform, and then the insoluble portion was removed. After that, the remainder was subjected to an activated carbon treatment and concentrated. 3 liters of acetone were added to the resultant, and then 181 g of the precipitated crystal were taken by filtration. The crystal was identified as Intermediate 1-15 by FD-MS analysis.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4-(4-Bromophenyl)dibenzo[b,d]furan, its application will become more common.

Reference:
Patent; Idemitsu Kosan Co., Ltd.; EP2364980; (2011); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 955959-84-9, name is 4-(4-Bromophenyl)dibenzo[b,d]furan belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. SDS of cas: 955959-84-9

In a round bottom flask, Intermediate M-1 10g (30.9mmol) andintermediate compound M-5 9.6g (37.08mmol),sodium t-butoxide 5.35g (55.6mmol) dissolved in 155 mL toluene was added. Pd(dba) 2 0.178g (0.31mmol) and tri-tert-butylphosphine0.125g (0.62mmol) were added in order and the mixture was stirred under refluxfor 4 hours under a nitrogen atmosphere. After completion of the reaction, thereaction mixture was extracted with toluene, the organic layer was dried anddistilled over magnesium sulfate, filtered and the filtrate was concentratedunder reduced pressure. The product was subjected to silica gel columnchromatography using n- hexane / dichloromethane (7: 3 by volume) to give thetarget intermediate M-7 11.2 g (72%yield) as a white solid.

The synthetic route of 955959-84-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; CHEIL INDUSTRIES CO., LTD; RYU, DONG WAN; JO, YOUNG GYUNG; JONG, SONG HYUN; SHIN, CHANG JU; LEE, HAN IR; KANG, UI SOO; KIM, CHANG WOO; PARK, MIN JI; YU, UHN SON; JO, PYUNG SOK; (73 pag.)KR2015/130221; (2015); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 955959-84-9, name is 4-(4-Bromophenyl)dibenzo[b,d]furan, belongs to bromides-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 955959-84-9, COA of Formula: C18H11BrO

In this example, a method for synthesizing N-(l, r-biphenyl-4-yl)-N-[4-(dibenzofuran-4-yl)phenyl]-9,9-dimethyl-9H-fluoren-2-ami ne (abbreviation: FrBBiF-II) represented by Structural Formula (100) will be described. [0238] [0239] First, 2.1 g (6.6 mmol) of 4-(4-bromophenyl)dibenzofuran, 2.4 g (6.7 mmol) of N-(l,l ‘-biphenyl-4-yl)-9,9-dimethyl-9H-fluoren-2-amine, and 1.9 g (20 mmol) of sodium tert-butoxide were put in a 200-mL three-neck flask and the air in the flask was replaced with nitrogen. To this mixture, 33 mL of toluene, 0.30 mL of a 10 % hexane solution of tri(ter/-butyl)phosphine, and 48 mg (0.1 mmol) of bis(dibenzylideneacetone)palladium(0) were added, and stirring was performed at 90 C for 7.5 hours. After the stirring, suction filtration through Florisil (produced by Wako Pure Chemical Industries, Ltd., Catalog No. 540-00135), Celite (produced by Wako Pure Chemical Industries, Ltd., Catalog No. 531 – 16855), and alumina was carried out to give a filtrate. The filtrate was concentrated to give a solid. The solid was purified by silica gel column chromatography (the developing solvent was hexane and toluene in a ratio of 3:1) to give a solid. The solid was recrystallized from toluene and hexane, so that 3.2 g of an objective solid was obtained in a yield of 81 %. A reaction scheme of this reaction is shown below. [0240] [0241] Using a train sublimation method, 1.0 g of the obtained solid was purified by sublimation. In the purification by sublimation, the pressure was 2.6 Pa, the flow rate of argon gas was 5.0 mL/min, and the temperature of the heating was 289 C. After the purification by sublimation, 0.99 g of a solid which was the object of the synthesis was obtained at a collection rate of 95 %. [0242] Results of measurement of the obtained solid by nuclear magnetic resonance ( NMR) are shown below. NMR (CDCI3, 500 MHz): delta = 1.46 (s, 6H), 7.18 (dd, J = 8.5 Hz, 2.5 Hz, 1 H), 7.26-7.48 (m, 14H), 7.53-7.56 (m, 2H), 7.60-7.68 (m, 6H), 7.86-7.91 (m, 3H), 7.99 (d, J = 7.5 Hz, 1 H). [0243] Thermogravimetry-differential thermal analysis (TG-DTA) of the obtained FrBBiF-II was performed. The measurement was conducted by using a high vacuum differential type differential thermal balance (TG/DTA 2410SA, manufactured by Bruker AXS Kappa.Kappa.)· The measurement was carried out under a nitrogen stream (a flow rate of 200 mL/min) and a normal pressure at a temperature rising rate of 10 C/min. The relationship between weight and temperature (thermogravimetry) shows that the 5 % weight loss temperature is 393 C, which is indicative of high heat resistance. [0244] FIGS. 13A and 13B are NMR charts. Note that FIG. 13B shows an enlarged part of FIG. 13A in the range of 7.00 ppm to 8.25 ppm. The measurement results confirmed that N-(l, -biphenyl-4-yl)-N-[4-(dibenzofuran-4-yl)phenyl]-9,9-dimethyl-9H-fluoren-2-ami ne (abbreviation: FrBBiF-II), which was the target substance, was obtained. [0245] Physical Properties of FrBBiF-Il FIG. 14A shows an absorption spectrum and an emission spectrum of FrBBiF-II in a toluene solution of FrBBiF-II, and FIG. 14B shows an absorption spectrum and an emission spectrum of a thin film of FrBBiF-II. The spectra were measured with a UV-visible spectrophotometer (V550, produced by JASCO Corporation). The spectra of FrBBiF-II in the toluene solution of FrBBiF-II were measured with a toluene solution of FrBBiF-II put in a quartz cell. The spectra of the thin film were measured with a sample prepared by deposition of FrBBiF-II on a quartz substrate by evaporation. Note that in the case of the absorption spectrum of FrBBiF-II in the toluene solution of FrBBiF-II, the absorption spectrum obtained by subtraction of the absorption spectra of the quartz cell and toluene from the measured spectra is shown in the drawing and that in the case of the absorption spectrum of the thin film of FrBBiF-II, the absorption spectrum obtained by subtraction of the absorption spectrum of the quartz substrate from the measured spectra is shown in the drawing. [0246] As shown in FIG. 14A, in the case of FrBBiF-II in the toluene solution, an absorption peak was observed at approximately 360 nm, and an emission wavelength peak was observed at approximately 415 nm (excitation wavelength: 366 nm). As shown in FIG. 14B, in the case of the thin film of FrBBiF-II, absorption peaks were observed at approximately 368 nm, 294 nm, 266 nm, 247 nm, and 209 nm, and an emission wavelength peak was observed at approximately 428 nm (excitation wavelength: 376 nm). Thus, it was found that absorption and light emission of FrBBiF-II occur in extremely short wavelength regions. [0247] The ionization potential of FrBBiF-II in a thin film state was measured by photoelectron spectroscopy (the measuring instrument: AC-2, manufactured by Riken Keiki, Co., Ltd.) in the air. The obtained value of the ionization potential was converted into a negative value, so that the HOMO level of FrBBiF-II was determined to be -5.61 eV. From the da…

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; SEMICONDUCTOR ENERGY LABORATORY CO., LTD.; OGITA, Kaori; SEO, Satoshi; SEO, Hiromi; TAKAHASHI, Tatsuyoshi; WO2014/157018; (2014); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 955959-84-9,Some common heterocyclic compound, 955959-84-9, name is 4-(4-Bromophenyl)dibenzo[b,d]furan, molecular formula is C18H11BrO, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

Example 7. 4′ -Dibenzofuran-4-yl-biphenyl-4-carbaldehyde; EPO A solution of dibenzofuran-4-boronic acid (1.0 g, 4.7 mmol) in ethanol (10 iriL) was added to a stirred solution of 1- bromo-4-iodobenzene (1.33 g, 4.7 mmol) and tetrakis- (triphenylphosphine)palladium(O) (271 mg, 5 molpercent) in toluene (40 mL) . 2N sodium carbonate (4.7 mL, 9.4 mmol) was added and the reaction was heated to 900C (oil bath temp.) for 2-3 hrs until complete (TLC control) .The reaction mixture was cooled to room temperature and partitioned between water and diethyl ether. The phases were separated, the aqueous phase being further extracted with diethyl ether (2 x 20 mL) . The combined extract was washed with water and brine. The ethereal solution was dried over anhydrous MgSO4, filtered and concentrated in vacuo to yield 4- (4-bromophenyl) -dibenzofuran as a yellow solid, which was used immediately without further purification.A solution of 4-formylphenylboronic acid (0.9 g, 5.64 mmol) in ethanol (10 mL) was added to a stirred solution of the crude 4- (4-bromophenyl) -dibenzofuran (from the previous reaction) in toluene (40 mL) . tetrakis-(Triphenylphosphine)palladium(O) (270 mg, 5 molpercent) and 2N sodium carbonate (4.7 mL, 9.4 mmol) were added and the reaction was heated to 1000C (oil bath temp.) for 2-3 hrs until complete (TLC control) . The reaction mixture was cooled to room temperature and partitioned between water and ethyl acetate. The phases were separated, the aqueous phase being further extracted with ethyl acetate (2 x 20 mL) . The combined extract was washed with 0.5 N hydrochloric acid, water and brine and EPO then dried over anhydrous MgSO4, filtered and concentrated in vacuo. Purification of the product by flash column chromatography, using 10-20percent ethyl acetate in hexane as eluent, afforded the title compound has a white solid (1.5Ig) .

The synthetic route of 955959-84-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; THE INSTITUTES FOR PHARMACEUTICAL DISCOVERY, LLC; WO2006/55625; (2006); A2;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 955959-84-9, The chemical industry reduces the impact on the environment during synthesis 955959-84-9, name is 4-(4-Bromophenyl)dibenzo[b,d]furan, I believe this compound will play a more active role in future production and life.

Intermediate To a round bottom flask M-1 31.9g (98.7mmol), acetamide 2.6g (44.42mmol), into potassium carbonate 24.5g (177.66mmol) was dissolved in 200ml of xylene was added. Here insert of copper iodide (I) 1.69g (8.88mmol) and N, N- dimethylethylene diamine to 1.56g (17.77mmol) in turn and then the mixture was stirred under reflux for 48 hours under a nitrogen atmosphere. After the reaction extracted with distilled water and toluene and the organic layer was dried with magnesium sulfate, filtered and the filtrate was concentrated under reduced pressure. The product n- hexane / ethyl acetate (7: 3 by volume), purified by silica gel column chromatography to give the M-31 as 24.05g (93percent yield).

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 4-(4-Bromophenyl)dibenzo[b,d]furan, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; SAMSUNG SDI CO., LTD.; JANG, YU NA; HONG, JIN SEOK; KIM, YOUNG KWON; YU, EUN SUN; KIM, CHANG WOO; KIM, HUN; MIN, SOO HYUN; CHO, PYEONG SEOK; (38 pag.)KR2016/12846; (2016); A;,
Bromide – Wikipedia,
bromide – Wiktionary

955959-84-9, name is 4-(4-Bromophenyl)dibenzo[b,d]furan, belongs to bromides-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. Recommanded Product: 955959-84-9

In a stream of argon, 5.9 g of acetamide, 32.3 g of the intermediate 3 , 2.70 g of copper iodide, 40.8 g of potassium carbonate, 6.3 g of N’N-dimethylethylenediamine, and 300 mL of xylene were loaded, and then the mixture was subjected to a reaction at 175¡ãC for 19 hours. Further, 38.5 g of the intermediate 1 were loaded into the resultant, and then the mixture was subjected to a reaction at 175¡ãC for 19 hours. After the resultant had been cooled, water was added so that the resultant was filtrated. The residue was washed with acetone, methanol, and water three times each. Thus, 28.4 g of an acetamide body of the intermediate 13 were obtained. 28.4 g of the acetamide body of the intermediate 13, 26.3 g of potassium hydroxide, 25 mL of water, and 40 mL of xylene were loaded, and then the mixture was subjected to a reaction at 175¡ãC for 5 hours. After the resultant had been cooled, water was added so that the resultant was filtrated. The residue was washed with acetone, methanol, and water three times each, and was then purified with a short column (developing solvent: toluene). The resultant solid was washed with n-hexane and dried under reduced pressure. Thus, 16.6 g of a white solidwere obtained. The white solidwas identified as the intermediate 13 by FD-MS analysis.

The synthetic route of 955959-84-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Idemitsu Kosan Co., Ltd.; EP2502908; (2012); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 955959-84-9, name is 4-(4-Bromophenyl)dibenzo[b,d]furan, belongs to bromides-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 955959-84-9, HPLC of Formula: C18H11BrO

Intermediate M-1 in a round bottom flask 10.0g (30.9mmol) and M-32 15.5g (30.9mmol),Sodi um-t- butoxide placed 4.46g (46.35mmol) was dissolved was added to 155ml of toluene. Here Pd2 (dba) 3 0.28g (0.31mmol) and tri-tert-butylphosphine was placed to 0.18g (0.93mmol) in turn and the mixture was stirred under reflux for 12 hours under a nitrogen atmosphere. After the reaction extracted with distilled water and toluene and the organic layer was dried with magnesium sulfate, filtered and the filtrate was concentrated under reduced pressure. The product n- hexane / dichloromethane (8: 2 by volume) to yield the silica gel column chromatography to give compound 9 as 20.71g (90percent yield).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 4-(4-Bromophenyl)dibenzo[b,d]furan, and friends who are interested can also refer to it.

Reference:
Patent; SAMSUNG SDI CO., LTD.; JANG, YU NA; HONG, JIN SEOK; KIM, YOUNG KWON; YU, EUN SUN; KIM, CHANG WOO; KIM, HUN; MIN, SOO HYUN; CHO, PYEONG SEOK; (38 pag.)KR2016/12846; (2016); A;,
Bromide – Wikipedia,
bromide – Wiktionary