Bromine → 5-Bromo-2-[4-[(1-methylethyl)oxy]-3-(trifluoromethyl)phenyl]-1,3-thiazole

Participants

Reaction Conditions

Reaction Steps

To a solution of 2-[4-[(1-methylethyl)oxy]-3-(trifluoromethyl)phenyl]-1,3-thiazole (D66) (143 mg) and sodium acetate (82 mg) in acetic acid (5 mL) stirred at 5° C. was added a solution of Br2 (0.026 mL) in acetic acid (1 mL) dropwise. The reaction mixture was stirred at 20° C. until start material was consumed completely. The reaction mixture was basified with 2M NaOH. The resulting solution was diluted with ethyl acetate. The mixture was washed with brine. The organic phase was dried over anhydrous sodium sulphate and evaporated in vacuo. The crude product was purified by column chromatography to give 5-bromo-2-[4-[(1-methylethyl)oxy]-3-(trifluoromethyl)phenyl]-1,3-thiazole (D67) (120 mg). δH (CDCl3, 600 MHz): 1.31 (6H, d), 4.63 (1H, m), 7.05 (1H, d), 7.70 (1H, s), 7.94 (1H, dd), 8.06 (1H, d).

Provenance & Evidence