Category: 955959-84-9

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. Quality Control of 4-(4-Bromophenyl)dibenzo[b,d]furan

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, 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

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, 955959-84-9

6.3 g (15.4 mmol) of N-phenyl-3,3-bicarbazole, 5.0 g (15.4 mmol) of 4-(4-bromophenyl)dibenzo[b,d]furan, 3.0 g (30.7 mmol) of sodium t-butoxide, 0.9 g (1.5 mmol) of tris(dibenzylideneacetone)dipalladium, and 1.2 mL of tri t-butylphosphine (50% in toluene) were mixed with 100 mL of xylene in a 250 mL round flask, and the mixture was heated and refluxed under a nitrogen flow for 15 hours. The obtained mixture was added to 300 mL of methanol, and a solid crystallized therein was filtered, dissolved in dichlorobenzene, filtered with silica gel/Celite, and after removing an appropriate amount of an organic solvent, recrystallized with methanol to obtain Compound B-78 (7.3 g, a yield of 73%). (0183) calcd. C48H30N2O: C, 88.59; H, 4.65; N, 4.30; O, 2.46. found: C, 88.56; H, 4.62; N, 4.20; 0, 2.43.

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.; JUNG, Ho Kuk; LUI, Jinhyun; KIM, Dong-Yeong; JANG, Kipo; HUH, Dal-Ho; YU, Eun Sun; JUNG, Sung-Hyun; (75 pag.)US2019/280211; (2019); A1;,
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

Argon atmosphere, the compound (vii) in a 100mL three-necked flask 1.50g, Compound (xi) 0.87g, bis(dibenzylideneacetone)palladium (0) (Pd(dba)2) 0.11g, tri-t-butylphosphine ((t-Bu)3P) 0.15g, was added to sodium t-butoxide 0.54g, it was heated under reflux for 7 hours in 45mL of toluene solvent. After air-cooling, water was added The organic layer was separated, and the solvent was distilled off. The crude product thus obtained was purified by silica gel column chromatography (dichloro methane and using a mixed solvent of hexane), toluene, and subjected to recrystallization with hexane mixed solvent to give the compound A-41 as a white solid 1.86g (89percent yield).

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; Samsung DisplayCo., Ltd.; Huchiwaki, Junta; Oyama, Hiromi; Miyata, Yasuo; Sakamoto, Naoya; Ueno, Masatsuku; Takada, Echinori; (155 pag.)KR2015/90021; (2015); A;,
Bromide – Wikipedia,
bromide – Wiktionary

In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 955959-84-9 as follows. COA of Formula: C18H11BrO

In a 250mL flask, 4-(4′-bromophenyl)dibenzo[b,d]furan (10g) and tetrahydrofuran (90mL) were mixed and stirred under nitrogen atmosphere and cooled to -78°C. At -78°C, n-butyllithium (18.8ml, 2.5M in n-hexane) was added and stirred for 2 hours. After 2 hours, trimethyl borate (16g) was added and the reaction was equilibrated to room temperature overnight. The reaction was monitored by thin layer chromatography. Upon completion of the reaction, 2N hydrochloric acid solution (60mL) was added and stirred for 1 hour. It was quenched with water (50mL) and extracted with ethyl acetate (70mL). The organic layer was extracted with water (3x50mL) and dried over anhydrous sodium sulfate. Following this, the ethyl acetate layer was evaporated to dryness under vacuum rotavap to get 4-(dibenzofuran-4-yl)phenylboronic acid (5g).

According to the analysis of related databases, 955959-84-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; e-Ray Optoelectronics Technology Co., Ltd.; Ban, Ruman; Huang, Helong; Yao, Zhengcong; Xie, Bowei; Chen, Huixu; (34 pag.)CN105585555; (2016); A;,
Bromide – Wikipedia,
bromide – Wiktionary

These common heterocyclic compound, 955959-84-9, name is 4-(4-Bromophenyl)dibenzo[b,d]furan, its 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. Computed Properties of C18H11BrO

250 ml of four-mouth bottle, in an atmosphere of nitrogen, adding 16.2 g 4 – (4 – bromo – phenyl) dibenzofuran (0.05 muM) and 1.44 gMg powder (0.06 muM), 60 ml tetrahydrofuran, heating reflux for 4 hours, the reaction is complete, generating format reagent; 11. 1g10, 10 – dimethyl anthrone (0.05 muM) dissolved in 50 ml in tetrahydrofuran, dropping the above-mentioned form reagent, 60 °C reaction 24 hours, generating a large amount of white precipitate, finally adding saturated NHCl4 The format salt into alcohol; after the reaction, diethyl ether extraction, drying and steaming and, petroleum ether: methylene chloride mixed solvent (3:2) silica gel column purification, to obtain slightly yellow solid tertiary alcohol (yield is 85percent);

The synthetic route of 4-(4-Bromophenyl)dibenzo[b,d]furan has been constantly updated, and we look forward to future research findings.

Reference:
Patent; CECEP Wanrun Co., Ltd.; Zhang Zhaochao; Wang Lichun; Li Chong; (29 pag.)CN107056737; (2017); A;,
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., Application In Synthesis of 4-(4-Bromophenyl)dibenzo[b,d]furan

Preparation of compound C-6-2 [135] After dissolving compound C-6-1 (17 g, 52.6 mmol) in THF (400 ml), and adding 2.5 M n-BuLi in hexane (31.5 ml, 78.9 mmol) to the reaction mixture in -78°C, the reaction mixture was stirred for 1 hour. The reaction mixture was stirred for 12 hours with adding B(Oi-Pr) (24.1 ml, 105.2 mmol) slowly to the reaction mixture. After terminating the reaction, purified water 20 mL was dropped slowly to the reaction mixture. The reaction mixture was extracted with EA/NH4Cl aqueous solution. The obtained organic layer was concentrated, was triturated with MC/hexane, and then was filtered to obtain compound C-6-2 (14.5 g, 96 percent).

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; ROHM AND HAAS ELECTRONIC MATERIALS KOREA LTD.; AHN, Hee-choon; YOON, Seok-keun; KIM, Hee-sook; YANG, Soo-jin; LEE, Kyung-joo; KIM, Nam-kyun; CHO, Young-jun; KWON, Hyuck-joo; KIM, Bong-ok; WO2012/141499; (2012); A1;,
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., Formula: C18H11BrO

A flask was charged with 3.4 g of N,N?-diphenylbenzidine, 6.8 g of the intermediate 3, 2.6 g of sodium t-butoxide (manufactured by Hiroshima Wako Co., Ltd.), 92 mg of tris(dibenzylideneacetone)-dipalladium (O) (manufactured by Aldrich Co., Ltd.), 42 mg of tri-t-butylphosphine and 100 mL of dehydrated toluene under argon flow to carry out reaction at 80° C. for 8 hours.After cooling down, 500 mL of water was added thereto, and the mixture was filtered through celite. The filtrate was extracted with toluene, and the extract was dried on anhydrous magnesium sulfate. This was concentrated under reduced pressure, and a crude product obtained was refined through a column and recrystallized from toluene. It was separated by filtration and then dried, whereby 4.1 g of a pale yellow powder was obtained.

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; Idemitsu Kosan Corporation; Yabunouchi, Nobuhiro; Inoue, Tetsuya; (38 pag.)KR101551591; (2015); B1;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products 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.

Under argon atmosphere, 8 · 31g (10mmol) of Intermediate B-1, 6.46g (20mmol) 4- (4-bromophenyl) dibenzofuran, 0.28g (0.3mmol) of tris (dibenzylideneacetone yl) dipalladium, 0.174 g (0.6 mmol) of tri-tert-butylphosphine tetrafluoroborate and 3.8g (20mmol) sodium tert-butoxide into the three-necked flask, followed by addition of 50ml of dry xylene was heated under reflux for 8 hours The Cooled to 50 ° C, filtered through celite / silica gel, and the filtrate was concentrated under reduced pressure. The resulting residue was purified on a silica gel column and then recrystallized from toluene to give 6.48 g of solid, which was compound BS1 in a yield of 78percent.

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; Changchun Hai Purunsi Technology Co., Ltd.; Zhou Wenting; Cai Hui; (24 pag.)CN106946865; (2017); A;,
Bromide – Wikipedia,
bromide – Wiktionary