Category: 3972-64-3

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. 3972-64-3, name is 1-Bromo-3-(tert-butyl)benzene belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Formula: C10H13Br

[0252] A mixture of intermediate 32 (298 mg, 1.0 mmol), 1 -tert-butyl-3 -bromobenzene (256 mg, 1.2 mmol), Pd2(dba)3 (92 mg, 0.1 mmol), Xantphos (180 mg, 0.3 mmol) and cesium carbonate (1.3 g, 4 mmol) was suspended in dioxane (50 mL) and heated at reflux under the argon atmosphere for 20 h. The mixture was filtered and the filtrate concentrated in vacuo. The residue was purified by HPLC to afford the title compound (27 mg of HCl salt, 6percent) as a white solid.[0253] 1H NMR (500 MHz, DMSOd6): delta 1.25 (s, 9H), 2.16 (s, 3H), 2.80 (d, J= 4.6 Hz, 3H), 3.04-3.16 (m, 4H), 3.47-3.49 (m, 2H), 3.65-3.67 (m, 2H), 6.90 (d, J= 8.9 Hz, 2H), 7.26 (d, J = 9.0 Hz, 2H), 7.28-7.35 (m, 2H), 7.45 (t, J= 1.8 Hz, IH), 7.50 (d, J= 7.8 Hz, IH), 7.86 (s, IH), 9.70 (s, IH), 10.37 (s, IH), 11.01 (br s, IH), 12.34 (br s, H). MS (ES+): m/z 431 . (M+H)+.

The synthetic route of 3972-64-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; TARGEGEN, INC.; WO2007/53452; (2007); 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. 3972-64-3, name is 1-Bromo-3-(tert-butyl)benzene, A new synthetic method of this compound is introduced below., HPLC of Formula: C10H13Br

A 1.6M solution of”butyllithium (1.7 mL, 2.72 mmol) was added to a solution of dicyclohexylamine (0.52 mL, 2.61 mmol) in toluene (10 mL). After stirring for 5 min, a mixture of cisltrans isomers of 4-methyl-cyclohexanecarboxylic acid methyl ester (342 mg, 2.19 mmol) was added. After stirring for 10 min, 1-bromo-3-tert- butyl-benzene (428 mg, 2.01 mmol) and bis (tri-tert-butylphosphine) palladium (0) (52 mg, 102 umol) was sequentially added. After stirring for 20 h, the solution was diluted with 10percent aqueous hydrochloric acid, and extracted with diethyl ether. The combined organic extracts were dried over magnesium sulfate, filtered, and concentrated. The residue was flash chromatographed with 49: 1,24 : 1, and 23: 2 hexanes: ethyl acetate as the eluant to yield 484 mg (84percent yield) of a mixture of cisltrans isomers of 1- (3-tert-butyl-phenyl)-4-methyl-cyclohexanecarboxylic acid methyl ester as a light yellow oil. 1H NMR (300 MHz, CDC13) b 7.51 and 7.40 (t and m, J=1.9 Hz, 1H), 7.33-7. 13 (m, 3 H), 3.65 (s, 3 H), 2.62 (m, 2H), 1.77-1. 02 (broad m, 7 H), 1.30 (s, 9H), 0.91 (d, J=6.5 Hz, 3 H).

The synthetic route of 3972-64-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ELAN PHARMACEUTICALS, INC.; WO2005/87751; (2005); A2;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 3972-64-3, 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. 3972-64-3, name is 1-Bromo-3-(tert-butyl)benzene belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

1-bromo-3-(tertbutyl)benzene (300 mg, 1.41 mmol) was dissolved in dry THF (5 mL) at -78 C under nitrogen and was stirred for 10 min. n-BuLi (2.5 M in hexanes, 2.0 mL, 4.9 mmol) was added drop wiseto the solution was stirred for 2 h at -78 C. After two hours, ethyl fluoroacetate (0.16 mL, 1.69mmol) was added drop wise and stirred for 1 min at -78 C upon which the mixture was then quenched with NH4Cl (20 mL) and warmed to room temp. The mixture was then extracted withether (50 mL), and dried over MgSO4. After concentration in vacuo (note: remove shortly afterthe ether is removed, because the compound is quite volatile), the residue was purified with flash chromatography over silica gel (hexane: ethyl acetate = 90:10) to yield the product as a yellowliquid in 43percent yield (0.12 g).

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

Reference:
Article; Camerino, Eugene; Wong, Dawn M.; Tong, Fan; Koerber, Florian; Gross, Aaron D.; Islam, Rafique; Viayna, Elisabet; Mutunga, James M.; Li, Jianyong; Totrov, Maxim M.; Bloomquist, Jeffrey R.; Carlier, Paul R.; Bioorganic and Medicinal Chemistry Letters; vol. 25; 20; (2015); p. 4405 – 4411;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 3972-64-3, 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. 3972-64-3, name is 1-Bromo-3-(tert-butyl)benzene, This compound has unique chemical properties. The synthetic route is as follows.

A mixture of 2-amino-3,4-dichlorobenzoic acid (1.5 g, 7.3 mmol, 1.0 eq), 11a (3 g, 14.6 mmol, 2.0 eq), potassium carbonate (2.0 g, 14.6 mmol, 2.0 eq), L-proline (252.0 mg, 2.18 mmol, 0.3 eq), and Copper(i) oxide (406.0 mg, 2.19 mmol, 0.3 eq) in 2-Pentanoi (30.0 mL) was stirred at 130 °C overnight under argon atmosphere, then cooled to room temperature, water (20.0 mL) was added. The mixture was filtered through celite. The filtrate was acidified to pH=2 with 2 N HQ, then water (50.0 ml.) was added. The resulting mixture was extracted with EtOAc (50.0 mL x 3). Tire combined organic layers were washed with brine (20.0 mL x 5), dried over anhydrous NazSCL and filtered. The filtrate was concentrated vacuo to afford crude 11b (1.7 g, 69 percent). LC/MS: 338.1 [M+H]+.

The chemical industry reduces the impact on the environment during synthesis 1-Bromo-3-(tert-butyl)benzene. I believe this compound will play a more active role in future production and life.

Reference:
Patent; SILICON SWAT, INC.; CHAMBERLAIN, Brian T.; RICE, James M.; JERNIGAN, Finith E., III; SHERMAN, Woody; KULKARNI, Meghana M.; SHECHTER, Sharon; ALLEN, Bryce K.; TAN, Dazhi; MARINO, Kristen A.; LIN, Zhixiong; (292 pag.)WO2019/100061; (2019); 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. 3972-64-3, name is 1-Bromo-3-(tert-butyl)benzene belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Safety of 1-Bromo-3-(tert-butyl)benzene

I. 2-Bromo-4-tert-butylbenzenesulfonic acid (1)To a cooled (0¡ã C.) solution of commercially available 1-bromo-3-tert-butylbenzene (42.6 g; 199 mmol) in anhydrous dichloromethane (800 mL) was added chlorosulfonic acid (15.9 mL; 239.0 mmol) dropwise. After addition was complete, the reaction was stirred at 0¡ã C. for an additional 30 minutes, allowed to gradually warm to room temperature and further stirred overnight. The reaction mixture was concentrated under reduced pressure to about 500 mL and washed with aqueous hydrochloric acid (20 mL; 20N). The organic layer was separated and dried over magnesium sulfate which resulted in formation of a white precipitate. Methanol (200 mL) was added to dissolve the precipitate. The organic solution was filtered and concentrated under reduced pressure to yield the title product as a white solid (53.0 g).

The synthetic route of 3972-64-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Anderson, Eric C.; Biediger, Ronald J.; Chen, Jie; Dupre, Brian; Lory, Pedro; Market, Robert V.; Monk, Keith A.; Savage, Michael M.; Tennyson, Reginald; Young, Brandon M.; US2010/29753; (2010); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 3972-64-3, These common heterocyclic compound, 3972-64-3, name is 1-Bromo-3-(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.

Preparation 36: 3-t-butyl benzaldehyde3-t-butyl phenylbromide was dissolved in THF and n-BuLi was added thereto, followed by addition of DMF and stirring at 0¡ãC for 3 hours. After the reaction was complete, NH4Cl was added to the reaction mixture, followed by extraction with EtOAc. The organic extract was dried over MgSO4 and concentrated under reduced pressure. The residue was purified by column chromatography (eluent: EtOAc: n-Hex = 1/3) to afford the title compound (339 mg, 80percent).MS|M+1] = 163 (M+1)

The synthetic route of 3972-64-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; LG LIFE SCIENCES, LTD.; WO2009/38412; (2009); A2;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 3972-64-3,Some common heterocyclic compound, 3972-64-3, name is 1-Bromo-3-(tert-butyl)benzene, molecular formula is C10H13Br, 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.

To a mixture of 1 mmol of the borylated metal complex, 6 mmol of the bromide, 12 mmol of tripotassium phosphate [7778-53-2], 30 ml of toluene, 10 ml of dioxane and 10 ml of water are added 0.12 mmol of tri-o-tolylphosphine [6163-58-2] and 0.02 mmol of palladium(II) acetate [3975-31-3], and the mixture is stirred well at 100¡ã C. for 48 h. After cooling, the organic phase is removed, washed twice with 30 ml each time of water and once with 30 ml of saturated sodium chloride solution and then dried over magnesium sulfate, the magnesium sulfate is filtered off, and the filtrate is concentrated to dryness. The crude product thus obtained is purified by chromatography or flash chromatography (CombiFlash Torrent from Axel Semrau).

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

Reference:
Patent; MERCK PATENT GMBH; STOESSEL, Philipp; EHRENREICH, Christian; US2019/241591; (2019); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 3972-64-3, A common heterocyclic compound, 3972-64-3, name is 1-Bromo-3-(tert-butyl)benzene, molecular formula is C10H13Br, 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.

2-(3-(Tert-butyl)phenyl)ethanol To a vial was added the 1-bromo-3-(tert-butyl)benzene (0.107 g, 0.502 mmol) and dry THF. The reaction was then cooled to -78¡ã C. and the BuLi (0.221 mL, 0.552 mmol) (2.5 M in hexanes) was added dropwise and the reaction stirred for 30 min at -78¡ã C. and then ethylene oxide (0.502 mL, 1.255 mmol) (2.5-3.3M solution in THF) was added dropwise and the reaction stirred for 10 minutes at -78¡ã C. then warmed to rt and stirred for 1 h. The reaction was then quenched with 1.0 M HCl (2 mL) and extracted with EtOAc (3*5 mL). The EtOAc layer was combined, concentrated and purified by reverse-phase MPLC (10-100percent MeCN:water) to produce pure 2-(3-(tert-butyl)phenyl)ethanol (0.035 g, 0.196 mmol, 39percent yield). 1H NMR (400 MHz, CDCl3): delta 7.31-7.27 (m, 3H), 7.10-7.07 (m, 1H), 3.90 (t, J=6.6 Hz, 2H), 2.91 (t, J=6.5 Hz, 2H), 1.52 (br s, 1H), 1.36 (s, 9H).

The synthetic route of 3972-64-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; UNIVERSITY OF ROCHESTER; UNIVERSITY OF KANSAS; Dunman, Paul M.; Krysan, Damian J.; Flaherty, Daniel P.; US2015/238473; (2015); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 3972-64-3, A common heterocyclic compound, 3972-64-3, name is 1-Bromo-3-(tert-butyl)benzene, molecular formula is C10H13Br, 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.

(9-1) Synthesis of (9-1)1-(t-butyl)-3-methylbenzene 1-Bromo-3-(t-butyl)benzene(20.26 g, 95.1 mmol) was dissolved in diethyl ether(200 mL), {1,1′-bis(diphenylphosphino)ferrocenyl}nickel dichloride(1.00 g, 1.46 mmol) was added. Solution of methylmagnesium bromide in diethyl ether(3.00 M, 35.00 mL) was dropped at -85¡ãC, and after elevating temperature naturally, reaction solution was stirred for 1 hour at -5¡ãC, and water(30 mL) was added. Solution was washed with hydrochloric acid and water, and organic layer was extracted with diethyl ether. Organic layer was dried over magnesium sulfate, then, solvent was distilled off to obtain the crude product. This was purified by silica-gel column chromatography to obtain the desired 1-(t-butyl)-3-methylbenzene(13.58 g, 91.6 mmol).

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; Japan Polypropylene Corporation; NAKANO, Masato; UCHINO, Hideshi; IWAMA, Naoshi; KASHIMOTO, Masami; KATO, Tomohiro; EP2360163; (2011); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 3972-64-3, name is 1-Bromo-3-(tert-butyl)benzene, 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 3972-64-3, Application In Synthesis of 1-Bromo-3-(tert-butyl)benzene

To a solution of 1 (15mg, 0.079mmol), 2 (33mg, 0.158mmol) and Cs2CO3 (128mg, 0.395mmol) in DMF (lmL) were added 2 mg of Pd(dba)2 and 2 mg of Xantphos. The suspension was degassed under vacuum and purged with N2 several times. The mixture was stirred at 120 ¡ãC for 6h. LCMS showed the SM was consumed completely. Then the reaction mixture was diluted with EA (10mL) and washed with brine (2mL) twice. The organic solution was dried over anhydrous Na2SO4, filtered, concentrated under reduced pressure and purified by p-TLC to give the desired compound Compound 221 (3mg, yield: 12percent). LCMS: m/z, 323.2 (M+H)+; 1HNMR (CDCl3, 400MHz): delta 8.62(d, J=4.8, 1H), 7.68~7.73(m, 1H), 7.52(d, J=7.6, 1H), 7.30(t, J=6.4, 1H), 7.20(t, J=8.0, 1H), 6.79(d, J=7.2, 1H), 6.58(s, 1H), 6.41(d, J=5.6, 1H), 3.92(s, 1H), 3.86(s, 1H), 3.56~3.60(m, 2H), 2.61~2.74(m, 1H), 2.47~2.56(m, 1H), 1.32(s,9H).

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; HUA MEDICINE (SHANGHAI) LTD.; CHEN, Li; BALDWIN, John J.; WU, Chengde; SHEN, Chunli; WO2014/124560; (2014); A1;,
Bromide – Wikipedia,
bromide – Wiktionary