2-Iodoxybenzoic acid → 1-(2-Bromo-5-trifluoromethylphenyl)-ethanone

Participants

Reaction Conditions

Reaction Steps

To a solution of compound 1-(2-bromo-5-(trifluoromethyl)phenyl)ethanol (10.4 g, 44.6 mmol) in the dimethylsulfoxide (50 mL), 2-iodoxybenzoic acid (25 g, 89.2 mmol) at 0° C. The reaction was warmed to 25° C. and stirred at this temperature for 2 hours under a nitrogen atmosphere. Then the reaction mixture was diluted with water (500 mL), extracted with ethyl acetate (2×500 mL). Organic part was dried over sodium sulfate, filtered and concentrated under a vacuum to give the crude compound 1-(2-bromo-5-(trifluoromethyl)phenyl)ethanone (15 g), as a brown liquid. 1H NMR (400 MHz, DMSO) δ 8.03 (s, 1H), 7.95 (d, J=8.4 Hz, 1H), 7.76 (d, J=8.4 Hz, 1H), 2.62 (s, 3H).

Provenance & Evidence