Category: 129316-09-2

Electric Literature of 129316-09-2, The chemical industry reduces the impact on the environment during synthesis 129316-09-2, name is 1,3-Dibromo-5-(tert-butyl)benzene, I believe this compound will play a more active role in future production and life.

Step 1 : 1-(3-Bromo-5-(te t-butyl)phenyl)ethanone (P49a) To a solution of 1 ,3-dibromo-5-(fert-butyl)benzene (664 mg, 2.22 mmol) in toluene (15 mL) were added tri-n-butyl-1-ethoxyvinyl tin (965 mg, 2.66 mmol) and Pd(PPh3)2CI2 (150 mg 0.22 mmol) under N2. The mixture was stirred at 95C for 3 h, evaporated, diluted with 1 ,4-dioxane and 2N HCI, stirred rapidly at 25C for 1h and then extracted with EA. The combined organic layers were washed with brine, dried over Na2S04, concentrated and purified by CC to afford compound P49a (310 mg, 55%).

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, 1,3-Dibromo-5-(tert-butyl)benzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; PHENEX PHARMACEUTICALS AG; STEENECK, Christoph; KINZEL, Olaf; GEGE, Christian; KLEYMANN, Gerald; HOFFMANN, Thomas; WO2012/139775; (2012); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 129316-09-2, 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. 129316-09-2, name is 1,3-Dibromo-5-(tert-butyl)benzene belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Step 1 : Benzyl(3-bromo-5-tert-butylphenyl)sulfane (P21a)1,3-Dibromo-5-te?-butylbenzene (2.89 g, 10 mmol) in dioxane (160 mL) was stirred under Ar. Then DIPEA (3.09 mL, 16 mmol), Xantphos (0.28 g, 0.48 mmol) and Pd2(dba)3 (0.24 g, 0.24 mmol) were added and the reaction was heated to 100C. Phenyl-methanethiol (0.94 mL, 8 mmol) was slowly added and the reaction was stirred for 6 h, quenched by the addition of H20 (15 mL) and extracted with EA (3 x). The combined organic layers were washed with water, dried over Na2S04, filtered, evaporated and purified by CC to afford compound P21a (1.7 g, 72%).

The synthetic route of 1,3-Dibromo-5-(tert-butyl)benzene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PHENEX PHARMACEUTICALS AG; STEENECK, Christoph; KINZEL, Olaf; GEGE, Christian; KLEYMANN, Gerald; HOFFMANN, Thomas; WO2012/139775; (2012); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 129316-09-2, 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. 129316-09-2 name is 1,3-Dibromo-5-(tert-butyl)benzene, 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.

General procedure: [00826] Synthesised according to general procedures GP1 1 – from i) 1 ,3-dibromo-5-(fe/f- butyl)benzene (2.0 g, 6.85 mmol), ‘BuLi (1 .6 M in pentane; 8.5 ml_, 13.6 mmol), THF (70 mL and 5 ml_), dimethyl disulfide (0.74 mL, 8.22 mmol); -78 C?rt; chromatography (EtOAc/cyclohexane 0?10%), 1 .50 g, 85%. ii) (3-bromo-5-(te/ -butyl)phenyl)(methyl)sulfane (1 .50 g, 5.79 mmol), m-CPBA (77%; 2.50 g, 1 1 .1 mmol), DCM (50 mL); rt, 12 h; chromatography (EtOAc/cyclohexane 0?30%), 1 .40 g, 83%. NMR (500 MHz, CDCI3) delta 7.87 (t, J = 1 .6 Hz, 1 H), 7.85 (t, J = 1 .6 Hz, 1 H), 7.76 (t, J = 1 .7 Hz, 1 H), 3.05 (s, 3H), 1 .32 (s, 9H). General procedures GP11 (1119) [00687] ‘BuLi was added dropwise over 20 min to a solution of 1 ,3-dibromo-5-(fe/?-butyl)benzene in THF at -78 C and stirring was maintained at -78 C for 10 min. A solution of disulfide (RSSR) in THF was added dropwise over 20 min at the same temperature and the reaction was warmed slowly to rt. Sat. NH4CI was added. The aqueous phase was extracted with EtOAc (3 x). The combined organic phase was dried over MgSC , filtered and the solvent was removed under reduced pressured. The crude was purified by chromatography (1120) [00688] m-CPBA was added in small portions to a solution of the intermediate sulfide in DCM. The mixture was stirred at rt for 12 h and diluted with EtOAc. The solution was washed with sat. NaHCC (3 x), dried over MgSC , filtered and the solvent was subsequently removed under reduced pressure. The crude was purified by chromatography

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1,3-Dibromo-5-(tert-butyl)benzene, and friends who are interested can also refer to it.

Reference:
Patent; THE INSTITUTE OF CANCER RESEARCH: ROYAL CANCER HOSPITAL; SPRINGER, Caroline; MARAIS, Richard; NICULESCU-DUVAZ, Dan; LEUNG, Leo; SMITHEN, Deborah; CALLENS, Cedric; TANG, Haoran; (403 pag.)WO2017/141049; (2017); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 129316-09-2, These common heterocyclic compound, 129316-09-2, name is 1,3-Dibromo-5-(tert-butyl)benzene, 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.

Step 1 : 1-Bromo-3-(tert-butyl)-5-(prop-1-en-2-vnbenzene (P24a)To a solution of 1 ,3-dibromo-5-(terf-butyl)benzene (2.92 g, 10 mmol) in dioxane (20 mL) was added Pd(PPh3)4 (3.0 g, 2.6 mmol), prop-1-en-2-ylboronic acid (1.0 g, 12 mmol), K2C03 (2.8 g, 20 mmol) and H20 (1 mL) under N2. The resulting mixture was stirred at 90C overnight, concentrated and purified by CC (hexane) to give compound P24a (2.5 g, 100%; 80% by GC/MS) as a liquid.

Statistics shows that 1,3-Dibromo-5-(tert-butyl)benzene is playing an increasingly important role. we look forward to future research findings about 129316-09-2.

Reference:
Patent; PHENEX PHARMACEUTICALS AG; STEENECK, Christoph; KINZEL, Olaf; GEGE, Christian; KLEYMANN, Gerald; HOFFMANN, Thomas; WO2012/139775; (2012); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 129316-09-2, name is 1,3-Dibromo-5-(tert-butyl)benzene, This compound has unique chemical properties. The synthetic route is as follows., Quality Control of 1,3-Dibromo-5-(tert-butyl)benzene

Synthesis of 1-(3-bromo-5-tert-butylphenyl)-1H-imidazole 7 A mixture of 1,3-dibromo-5-tert-butylbenzene (2.92 g, 10.0 mmol, 1.0 eq), 1H-imidazole (0.69 g, 10.0 mmol, 1.0 eq), CuI (0.19 g, 1.0 mmol, 0.10 eq), K2CO3 (2.76 g, 20.0 mmol, 2.0 eq) and 2-(dimethylamino)acetic acid (0.21 g, 2.0 mmol, 0.20 eq) in DMSO (10 mL) was stirred at a temperature of 110 C. for four days under a nitrogen atmosphere, then cooled down to ambient temperature. The mixture was diluted with plenty of ethyl acetate and filtered. The filtrate was washed with water three times, dried over sodium sulfate, then filtered, and the filtrate was concentrated under reduced pressure. The residue was purified through column chromatography on silica gel using hexane and ethyl acetate as an eluent to obtain the desired product, 1-(3-bromo-5-tert-butylphenyl)-1H-imidazole 7, as a brown sticky liquid (1.56 g in 56% yield).

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 129316-09-2.

Reference:
Patent; Arizona Board of Regents on behalf of Arizona State University; Li, Jian; Li, Guijie; (116 pag.)US9224963; (2015); B2;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 129316-09-2, The chemical industry reduces the impact on the environment during synthesis 129316-09-2, name is 1,3-Dibromo-5-(tert-butyl)benzene, I believe this compound will play a more active role in future production and life.

Synthesis of intermediate 4-(biphenyl-4-yl)-1-(3-bromo-5-tert-butylphenyl)-1H-imidazole 13 4-(Biphenyl-4-yl)-1H-imidazole 12 (3773 mg, 17.13 mmol, 1.0 eq), CuI (326 mg, 1.71 mmol, 0.1 eq), L-proline (394 mg, 3.42 mmol, 0.2 eq), 1,3-dibromo-5-(1,1-dimethylethyl)-benzene (8.00 g, 27.40 mmol, 1.6 eq) and K2CO3 (4735 mg, 34.26 mmol, 2.0 eq) were added to a dry pressure tube equipped with a magnetic stir bar. The vissel was then evacuated and backfilled with nitrogen, this evacuation and backfill procedure was repeated for a total of three times. Then DMSO (35 mL) were added in a nitrogen filled glove box. The mixture was bubbled with nitrogen for 5 minutes. The tube was sealed before being taken out of the glove box. The mixture was stirred in an oil bath at a temperature of 105-115 C. for 3 days. Then the mixture was cooled to ambient temperature, filtered and washed with a plenty of ethyl acetate. The filtrate was washed with water three times, dried over sodium sulfate, filtered, concentrated under reduced pressure and the residue was purified through column chromatography on silica gel using hexane and ethyl acetate (10:1-5:1-3:1) as eluent to obtain the desired product 13 as a brown-red solid 2.023 g in 26% total yield for the two steps. 1H NMR (DMSO-d6, 400 MHz): delta 1.37 (s, 9H), 7.38 (t, J=7.2 Hz, 1H), 7.49 (t, J=8.0 Hz, 2H), 7.55 (d, J=1.6 Hz, 1H), 7.32-7.75 (m, 5H), 7.88 (d, J=1.2 Hz, 1H), 7.98 (d, J=8.4 Hz, 2H), 8.49 (s, 2H).

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, 1,3-Dibromo-5-(tert-butyl)benzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Li, Jian; Li, Guijie; US2015/194616; (2015); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 129316-09-2,Some common heterocyclic compound, 129316-09-2, name is 1,3-Dibromo-5-(tert-butyl)benzene, molecular formula is C10H12Br2, 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.

Step 1: tert-Butyl 3-bromo-5-(tert-butyl)benzoate (11a) n-Butyl lithium (7.2 mL, 18.0 mmol, 2.5M in THF) was added to a 100 mL flask under nitrogen atmosphere containing 9 mL of toluene at -10C. n-Butylmagnesium chloride (4.5 mL, 9.0 mmol, 2M in THF) was then added at such a rate to keep the temperature below -5C. The resulting milky slurry was aged at -10C for 30 min. To this slurry was added 1,3-dibromo-5-(tert-butyl)benzene (6.2 g, 21.2 mmol) dissolved in 20 mL of toluene. The rate of addition was such that the temperature did not increase above -5C. After addition was complete, the mixture was kept at -10C until the metal-halogen reaction was complete. A solution of di-tert-butyl dicarbonate (5.89 g, 27 mmol) in 7.5 mL of toluene was then charged such at a rate to keep the temperature below -5C. After the addition was complete, the mixture was kept at -10C until the aryl-Mg intermediate was completely consumed. The mixture was quenched by the addition of 40 mL of a 10% (w/w) aqueous solution of citric acid, which resulted in an exothermic generation of carbon dioxide. The phases were separated and the organic layer was washed with another 40 mL of citric acid solution. The organic extracts were then dried with MgSO4 and the solvents were removed at reduced pressure. Compound 11c was obtained as a brown oil (4.0 g, 60%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1,3-Dibromo-5-(tert-butyl)benzene, its application will become more common.

Reference:
Patent; Phenex Pharmaceuticals AG; EP2511263; (2012); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

129316-09-2, name is 1,3-Dibromo-5-(tert-butyl)benzene, 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. SDS of cas: 129316-09-2

17.7 g (60.47 mmol) of 1,3-dibromo-5-(tert-butyl)benzene was mixed with 200 ml of diethyl ether, and n-BuLi (1.6 M in hexane) was slowly added thereto at a temperature of -78C. After the reaction mixture was stirred at a temperature of -78C. for 1 hour, 15 g (72.6 mmol) of iodine mixed with 20 ml of THF was slowly added by drops thereto. The reaction mixture was stirred at room temperature for 16 hours. After the reaction was completed, the organic layer was extracted by using ethyl acetate and a sodium thiosulfate aqueous solution, dried by using magnesium sulfate, distilled under reduced pressure, and purified by liquid chromatography to obtain 18 g (54.5 mmol, yield: 60%) of Intermediate 5-6. LC-MS m/z=291 (M+H)+.

The synthetic route of 129316-09-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Samsung Electronics Co., Ltd.; Choi, Jongwon; CHO, Yongsuk; KOO, Hyun; PARK, Bumwoo; LEE, Sunghun; ISHIHARA, Shingo; KWAK, Yoonhyun; KWON, Ohyun; (138 pag.)US2019/194237; (2019); A1;,
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 129316-09-2 as follows. name: 1,3-Dibromo-5-(tert-butyl)benzene

Step 1 1-Bromo-3-(tert-butyl)-5-methoxybenzene (14a) To a solution of 1,3-dibromo-5-tert-butylbenzene (289 mg, 1 mmol) in 20 mL DMF were added NaOMe (2 eq) and Cul (0.03 eq). The mixture was stirred at 80C for 3 h and then was poured into water and extracted with EA. The organic layers were washed with brine and dried over anhydrous Na2SO4. After filtration, the filtrate was evaporated to give compound 14a as solid (200 mg, 82%).

According to the analysis of related databases, 129316-09-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Phenex Pharmaceuticals AG; EP2511263; (2012); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 129316-09-2,Some common heterocyclic compound, 129316-09-2, name is 1,3-Dibromo-5-(tert-butyl)benzene, molecular formula is C10H12Br2, 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.

Preparative Example P23Step 1 : 2-(3-Bromo-5-(tert-butyl)phenyl)propan-2-ol (P23a) To a solution of 1 ,3-dibromo-5-ferr-butylbenzene (404 mg) in dry THF (10 mL) was added n- BuLi (0.84 mL) at -78C and after 20 min, acetone was added dropwise to the above solution at -78C and the mixture was stirred at this temperature for 30 min and at rt for 1 h, diluted with sat. NH4CI and extracted with EA (3 x 30 mL). The organic layer was dried over Na2S04, evaporated and purified by CC to give compound P23a (380 mg, 70%) as a white solid.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1,3-Dibromo-5-(tert-butyl)benzene, its application will become more common.

Reference:
Patent; PHENEX PHARMACEUTICALS AG; STEENECK, Christoph; KINZEL, Olaf; GEGE, Christian; KLEYMANN, Gerald; HOFFMANN, Thomas; WO2012/139775; (2012); A1;,
Bromide – Wikipedia,
bromide – Wiktionary