Electric Literature of 149104-89-2, With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.149104-89-2, name is (4-Bromo-3-methylphenyl)methanol, molecular formula is C8H9BrO, molecular weight is 201.06, as common compound, the synthetic route is as follows.
To a solution of (4-bromo-3-methyl-phenyl)methanol (45.0 g, 224 mmol) in dichloromethane (500 mL) were sequentially added imidazole (38.1 g, 559 mmol) and tert-butyldimethylsilyl chloride (40.5 g, 269 mmol) and the reaction mixture was stirred at ambient temperature for 15 hours. The mixture was washed with water (2*500 mL), saturated NaCl (500 mL) and dried over anhydrous sodium sulfate. The dried solution was filtered and concentrated to give (4-bromo-3-methyl-phenyl)methoxy-tert-butyl-dimethyl-silane (68.0 g, 96.4% yield) as a brown oil. 1H NMR (CDCl3, 400 MHz) delta 7.48 (d, J=8.2 Hz, 1H), 7.19 (d, J=1.1 Hz, 1H), 7.02 (dd, J=1.6, 8.1 Hz, 1H), 4.67 (s, 2H), 2.40 (s, 3H), 0.95 (s, 9H), 0.11 (s, 6H).
The chemical industry reduces the impact on the environment during synthesis 149104-89-2, I believe this compound will play a more active role in future production and life.
Reference:
Patent; Celgene Corporation; Alexander, Matthew D.; Carrancio, Soraya; Correa, Matthew D.; Grant, Virginia Heather Sharron; Hansen, Joshua; Harris, Roy L.; Huang, Dehua; Kercher, Timothy S.; Lopez-Girona, Antonia; Nagy, Mark A.; Plantevin-Krenitsky, Veronique; (115 pag.)US2019/322647; (2019); A1;,
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