3-(Trifluoromethyl)benzeneacetic acid → N-methoxy-N-methyl-2-[3-(trifluoromethyl)phenyl]acetamide

Participants

Reaction Steps

To a solution of 3-(trifluoromethyl)phenylacetic acid (2.04 g, 10 mmol) and N,O-dimethylhydroxylamine hydrochloride (1.07 g, 11 mmol) in DMF was added HATU (3.8 g, 10 mmol) and DIEA (6.99 ml, 40 mmol) and the resulting yellow solution was stirred at RT for overnight. The crude solution was then extracted with EtOAc and wash with NaHCO3 solution (5%), HCl solution (1:9 v/v) and brine, dried with sodium sulfate and concentrate to afford 2.66 gram of colorless oil as desired compound (4.1) used in the next step without further purification. Rf 0.5 (EtOAc/Hexane 1:1) MS (m/z): 248.1 (M+H), 1H NMR (CDCl3) δ 3.2 (s, 3H), 3.65 (s, 3H), 3.80 (s, 2H), 7.40-7.55 (m, 4H).

Provenance & Evidence