Author: tianli

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. 1003-98-1 name is 2-Bromo-4-fluoroaniline, 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. 1003-98-1

General procedure: 4.2 General procedures: A. Microwave. Neat samples of amine (1.00 mmol) and carboxylic derivative (methyl ester or acid, 1.00 mmol) and DABAL-Me3 (202 mg, 0.8 equiv) were placed in a 5 mL microwave vial and dry THF added (1 mL) under a blanket of argon. For coupling partners containing acidic hydrogens additional DABAL-Me3 (total of 410 mg, 1.6 equiv) was used. The vial was promptly capped and placed in a CEM Discover microwave reactor. After irradiation (290 W, 130 C, 8 min) and programmed cool down (ca. 20 min). The reactions were quenched by cautious addition of HCl (2 M, 4 mL) or aqueous solutions of Rochelle salt (saturated potassium sodium tartrate, 4 mL) (CARE: methane liberated). Extraction with dichloromethane, drying (MgSO4) and evaporation frequently provided the pure products directly. If purification was required column chromatography 3:2 to 2:3 hexane:EtOAc was used for amides lacking highly polar functional groups (CH2Cl2 with 2 % v/v MeOH was used for amides bearing pendant amines, alcohols and other polar functional groups).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-Bromo-4-fluoroaniline, and friends who are interested can also refer to it.

Reference:
Article; Dubois, Nathalie; Glynn, Daniel; McInally, Thomas; Rhodes, Barrie; Woodward, Simon; Irvine, Derek J.; Dodds, Chris; Tetrahedron; vol. 69; 46; (2013); p. 9890 – 9897;,
Bromide – Wikipedia,
bromide – Wiktionary

61326-44-1, 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. 61326-44-1, name is 1,1,2,2-Tetrakis(4-bromophenyl)ethene belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

4 g of 3-methoxycarbonylbenzene borate, 1 g of 4Br-TPE and 0.47 g of tetratriphenylphosphine The palladium was uniformly mixed, vacuumed for 5 min and nitrogen-filled for 5 min for 3 times. 100 mL of a toluene ethanol solution with a volume ratio of 9:1 and 12 mL of a 1 mol/L solution of tripotassium phosphate were injected and refluxed at 110 ¡ã C for 24 h until the starting of the reaction. . The mixture was cooled to room temperature, filtered (dichloromethane), and the filtrate was evaporated to dryness.Finally, the column is treated to obtain pure 1,1,2,2-tetra[[3-benzomethoxycarbonyl)benzene]ethylene;

The synthetic route of 61326-44-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Hangzhou Normal University; Liu Xungao; Tao Chenlei; Xu Yuan; Zhang Yijian; Xu Bobo; Wang Pei; (18 pag.)CN109651126; (2019); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding some certain compound to certain chemical reactions, such as: 73918-56-6, name is 2-(4-Bromophenyl)ethanamine, 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 73918-56-6. 73918-56-6

To a solution of 2- (4-bromophenyl) ethylamine (27 g, 0.13 mol) andTriethylamine (16.4 g, 0.16 mol) in anhydrous dichloromethane (300 ml) was added dropwise a solution of trifluoroacetic anhydride(34 g, 0.16 mol). The reaction mixture was stirred at room temperature for 1 hour and then diluted with water.The organic layer was separated and concentrated to dryness under vacuum to give N- (4-bromophenethyl) -trifluoroacetamide(37 g, 96.1%) as a white solid.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 2-(4-Bromophenyl)ethanamine.

Reference:
Patent; CHIA TAI TIANQING PHARMACEUTICAL GROUP CO., LTD.; DING, ZHAO ZHONG; WU, HAO; SUN, FEI; WU, LI FANG; YANG, LING; (97 pag.)TWI558709; (2016); B;,
Bromide – Wikipedia,
bromide – Wiktionary

52997-43-0, 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. 52997-43-0, name is 7-(Bromomethyl)pentadecane belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

The general procedure (Table 1, entry 5 and 6) for the synthesis of alkylation of aniline (N-alkylation) and phenol (O-alkylation) is as follows. A two neck flask with a three-way stopcock and a rubber septum was charged with aniline (4 mmol, 0.373 g), 1-bromododecane (15 mmol, 3.74 g), K2CO3 (8 mmol, 1.11 g) and dry DMF (3.0 mL). The flask was heated at 120 C overnight. The first posttreatment: After checking of TLC and 1H NMR spectrum (Figure S3(a)), KOtBu (12 mmol, 1.346 g) was added to the flask at room temperature, then the mixture was heated to reflux overnight. The reaction was quenched by the addition of sat. NH4Cl aqueous solution, extracted into CH2Cl2 (50 ¡Á 3 mL), washed successively with water, brine, dried (anhydrous Na2SO4) and concentrated by rotary evaporator to afford the reaction mixture (including target dialkylated aniline and corresponding olefin, Figure S3(b)).The second posttreatment: Since the N-alkylation was almost quantitative reaction, the expected amount of olefin in the mixture was equal to the excess amount of starting alkylhalide (7.0 mmol in the above case). It could be assumed that 7.0 mmol of olefin should be treated with the small excess of 9-BBN (10.5 mmol, 1.5 eq vs olefin). A two neck flask with a three-way stopcock and a rubber septum was charged with the above reaction mixture and dry THF (20 mL). 0.5 M 9-BBN in THF (10.5 mmol, 21 mL) was added to the flask at 0 C and then the flask allowed to warm to room temperature and stirred for one hour. To quench the remaining 9-BBN in the reaction, aminoalcohol (2-dimethylaminoethanol, 4.5 mmol, 0.405 g) was added to the flask and stirred for another one hour. The final reaction mixture was quenched by the addition of water (5 mL), extracted into EtOAc (50 ¡Á 3 mL), washed successively with water, brine, dried (anhydrous Na2SO4) and concentrated by rotary evaporator to afford the crude mixture (Figure S5(a)). The third post-treatment: The crude product was purified by short silica-gel column chromatography (5 cm (diameter of column) ¡Á 10 cm (length of deposition of silicag-gel was enough for this scale) with n-hexane as eluent to give the dialkylated aniline (Figure S5(b)).

The synthetic route of 7-(Bromomethyl)pentadecane has been constantly updated, and we look forward to future research findings.

Reference:
Article; Okamoto, Ken; Lu, Fengniu; Nakanishi, Takashi; Bulletin of the Chemical Society of Japan; vol. 91; 8; (2018); p. 1258 – 1263;,
Bromide – Wikipedia,
bromide – Wiktionary

The chemical industry reduces the impact on the environment during synthesis 5433-01-2, name is 1-Bromo-3-isopropylbenzene, I believe this compound will play a more active role in future production and life. 5433-01-2

3-isopropyl-benzonitrile 5.15 g (25.87 mmol) m-bromo-isopropyl-benzene and 2.69 g (30.04 mmol) copper cyanide are stirred in 2.50 ml of pyridine for 24 hours at 180 C. Then 15 ml of water, 15 ml of toluene and 15 ml conc. ammonia solution are added, then the mixture is extracted. The organic phase is dried and evaporated to dryness. Yield: 5.00 g (100% of theoretical)

The chemical industry reduces the impact on the environment during synthesis 5433-01-2. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Maier, Udo; Grauert, Matthias; Hoffmann, Matthias; Hoenke, Christoph; Joergensen, Anne T.; Pautsch, Alexander; Brandl, Trixi; Breitfelder, Steffen; Scheuerer, Stefan; Erb, Klaus; Pieper, Michael; Pragst, Ingo; US2007/259855; (2007); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

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. 24358-62-1 name is 1-(4-Bromophenyl)ethylamine, 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. 24358-62-1

Library Protocol I To a 0.2M solution of 5-(4,4, 5,5-tetramethyl- 1, 3,2-dioxaborolan-2-yl)-2-[( 1 -{[4-(trifluoromethoxy) phenyl]acetyl}piperidin-4-yl)oxy]pyridine-3-carboxamide (Preparation 13, 500 pL, 100 pmol) in DMF was added a 0.2M solution of compounds of formula (IV) (500 pL, lOOpmol) in DMF with argon purging. A 2M solution of cesium carbonate (100 pL, 200 pmol) in degassed water was added followed by tetrakis(triphenylphosphine)palladium (0) (5.7 mg, 5 pmol) and the reaction was heated to 11000 under microwave irradiation for 15 minutes. Thereaction was cooled and concentrated in vacuo. the residue was dissolved in DMSO (1 mL) and purified using preparative HPLC using one of the Purification Methods (PM) below:

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1-(4-Bromophenyl)ethylamine, and friends who are interested can also refer to it.

Reference:
Patent; PFIZER LIMITED; SKERRATT, Sarah Elizabeth; BAGAL, Sharanjeet Kaur; SWAIN, Nigel Alan; OMOTO, Kiyoyuki; ANDREWS, Mark David; WO2015/92610; (2015); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

955959-84-9, A common heterocyclic compound, 955959-84-9, name is 4-(4-Bromophenyl)dibenzo[b,d]furan, molecular formula is C18H11BrO, 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.

Compound 1) d.) 500 mg (1.55 mmol) 4-(4-bromophenyl)dibenzofuran, 760 mg (1 .70 mmol) 2-(9H-carbazol-3- yl)-6-phenyl-benzimidazolo[1 ,2-a]benzimidazole, 990 mg (4.64 mmol) potassium phosphate tribasic, 60 mg (0.31 mmol) copper iodide in 10 ml dioxane are stirred under nitrogen at 100¡ãC. 1.24 g (36.1 mmol) cis, trans 1 ,2-diaminocyclohexane are added. The reaction mixture is stirred for 48 h. The reaction mixture is poured in methanol. The product is filtered off and is washed with water, methanol 10 percent tatraic acid. Column chromatography on silica gel with chloroform gives the product. Yield 690 mg (65 percent) MS (APCI(pos), m/z): 691 (M+1).

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.; SCHAeFER, Thomas; KAWAMURA, Masahiro; NAGASHIMA, Hideaki; (314 pag.)WO2017/56052; (2017); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

766-81-4, 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 766-81-4 as follows.

Step 2) 1-Bromo-3-((4-(difluoromethoxy)phenyl)ethynyl)benzene To a solution of 3-bromophenylacetylene (9.1 g, 50.26 mmol), TEA (22.4 g, 221 mmol, 30.8 mL), bis(triphenylphosphine)dichloropalladium(II) (1.41 g, 2.01 mmol), and CuI (230 mg, 1.2 mmol) in DMF (60 mL) was added 4-iodo(difluoromethoxy)benzene (10.85 g, 40.21 mmol) at room temperature. The reaction mixture had gotten warm after the addition was completed. The mixture was stirred for 4 h then the mixture was portioned between EtOAc and water. The aqueous layer was separated and extracted twice with EtOAc. The combined organic layers were dried over Na2SO4, filtered, and concentrated over 40 g Celite. Flash chromatography (SiO2, Hexanes) gave 12 g, 92%, of the title compound as a yellow oil that had crystallized into a solid after being undisturbed for 3d. 1H NMR 500 MHz (DMSO-d6) delta 7.34 (dt, 2H, J=8.92 Hz, 4.70 Hz); 7.42 (t, 1H, 72.99 Hz); 7.54 (t, 1H, J=7.88 Hz); 7.85-7.88 (m, 1H); 7.94-7.97 (m, 1H); 8.00 (dt, 1H, J=8.93 Hz, 4.87 Hz); 8.04 (t, 1H, J=1.80 Hz). Step 2: 1-Bromo-3-((4-(difluoromethoxy)phenyl)ethynyl)benzene To a mixture of 1-bromo-3-ethynylbenzene (9.1 g, 50.26 mmol), TEA (22.38 g, 30.8 mL, 221.1 mmol), PdCl2(ACN)2 (1.41 g, 2.01 mmol) and DMF (60 mL) was added 4-iodo(difluoromethoxy)benzene (10.85 g, 40.21 mmol). The reaction mixture became warm after the addition was completed. The mixture was stirred for 4 h. Then it was poured into water and diluted with EtOAc. The aqueous layer was separated and extracted twice with EtOAc. The combined organic layers were dried over Na2SO4, filtered, and concentrated onto 40 g Celite. Flash chromatography (SiO2, Hexanes) provided 12 g, 92%, of the title compound as a yellow oil that crystallized into a yellow solid upon standing. 1H NMR 500 MHz (CDCl3) delta6.51 (t, J=73.49 Hz, 1H); 7.08 (dd, J=1.27 Hz, 7.65 Hz, 2H); 7.19 (t, J=7.89 Hz, 1H); 7.40-7.46 (m, 2H); 7.47-7.51 (m, 1H); 7.64 (t, J=1.63 Hz, 1H)

According to the analysis of related databases, 3-Bromophenylacetylene, the application of this compound in the production field has become more and more popular.

Reference:
Patent; WYETH; US2009/48320; (2009); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

The chemical industry reduces the impact on the environment during synthesis 7766-50-9, name is 11-Bromo-1-undecene, I believe this compound will play a more active role in future production and life. 7766-50-9

p-Benzenediol (Hydroquinone, defined as BP1 here) (2.2 g,20 mmol) and sodium hydroxide (2.4 g, 60 mmol) were dissolved in 120 mL DMF in a 250-mL round bottomed Schlenk flask, then themixture was stirred for 30 min, and a solution of 11-bromo-1-undecene (12 g, 51.5 mmol) in DMF (120 mL) was added dropwise over 10 min. The resulting reaction mixture was heated at 70 C and left stirring for more than 8 h. Subsequently, the reaction was cooled to RT and quenched with addition of diethyl ether (100 mL) and water (100 mL). The aqueous phase was extracted with diethyl ether (300 mL 2), and the combined organic fractions were washed with brine and dried over MgSO4 and concentrated. The residue was recrystallized from EtOH twice to obtain 6.1 g BP1-M1. Yield: 74%.

The chemical industry reduces the impact on the environment during synthesis 7766-50-9. I believe this compound will play a more active role in future production and life.

Reference:
Article; Song, Shaofei; Miao, Weijun; Wang, Zongbao; Gong, Dirong; Chen, Zhong-Ren; Polymer; vol. 64; (2015); p. 76 – 83;,
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. 38573-88-5, name is 1-Bromo-2,3-difluorobenzene, A new synthetic method of this compound is introduced below., 38573-88-5

4-(4,4,5,5-Tetramethyl-[1,3,2]dioxaborolan-2-yl)-1H-indole 3b (1.22 g, 5 mmol) was dissolved in 20 mL of tetrahydrofuran under stirring under an argon atmosphere, and 1-bromo-2,3-difluoro-benzene (0.97 g, 5 mmol), tetrakis (triphenylphosphine) palladium (0.17 g, 0.15 mmol) and 7 mL of sodium hydroxide solution (2M) were then added to the solution. Upon completion of the addition, the reaction system was stirred at 75¡ãC in an oil bath overnight. The reaction was completed until TLC showed the disappearance of starting materials. The reaction mixture was naturally cooled down to room temperature and extracted with ethyl acetate (20 mL*3). The combined organic extracts were washed with saturated brine (10 mL), dried over anhydrous sodium sulfate, filtered to remove the drying agent and concentrated under reduced pressure. The resulting solid was purified by silica gel column chromatography to give the title compound 4-(2,3-difluoro-phenyl)-1H-indole 3c (800 mg, yield 70percent) as a white solid. MS m/z (ESI): 228.4[M-1]

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; Jiangsu Hengrui Medicine Co., Ltd.; Shanghai Hengrui Pharmaceutical Co. Ltd.; EP2179998; (2010); A1;,
Bromide – Wikipedia,
bromide – Wiktionary