Continuously updated synthesis method about 1-Bromo-3,5-dimethylbenzene

According to the analysis of related databases, 556-96-7, the application of this compound in the production field has become more and more popular.

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. 556-96-7, name is 1-Bromo-3,5-dimethylbenzene, This compound has unique chemical properties. The synthetic route is as follows., Safety of 1-Bromo-3,5-dimethylbenzene

Preparation 9Preparation of (3,5-dimethyl-phenyl)-pyridin-2-yl-methanol.To a slurry of magnesium turnings (65.7 mg, 2.7 mmol) in THF (10 ml.) was added a crystal of iodine and a few drops of 1-bromo-3,5-dimethyl-benzene. The mixture was stirred at reflux temperature until the brown color started to disappear. The mixture was cooled to 0 0C, and the remaining 1-bromo-3,5-dimethyl-benzene (500 mg, 2.7 mmol) in THF was added dropwise. The reaction mixture was warmed to room temperature and was stirred until the magnesium was consumed. The reaction mixture was cooled to 0 0C, and pyridine-2-carboxaldehyde (289 mg, 2.7 mmol) in THF was added dropwise. The reaction mixture was stirred at room temperature for 30 min. The reaction was quenched with water, and the organic solution was extracted twice with ethyl acetate. The combined organic layers were washed sequentially with water and brine, and dried over MgSO4. The mixture was filtered and concentrated under reduced pressure. The residue was purified by flash chromatography (0 – 50% ethyl acetate in heptane) to afford the title compound (440 mg, 76%). 1H NMR (400 MHz, CDCI3): delta 2.29 (s, 6 H), 5.21 (br s, 1 H), 5.68 (s, 1 H), 6.91 (s, 1 H), 6.98 (br. s, 2 H), 7.16-7.21 (m, 2 H), 7.60-7.63 (m, 1 H), 8.56-8.57 (m, 1 H); MS (ES+): 214.3 (M+1 ).

According to the analysis of related databases, 556-96-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; PFIZER INC.; CAMERON, Kimberly O’Keefe; PERRY, David Austen; WO2010/67233; (2010); A1;,
Bromide – Wikipedia,
bromide – Wiktionary