Trifluoroacetic acid → HCID 178511564, compound

Participants

Reaction Steps

A 500 mL round bottom flask equipped with a magnetic stir bar was charged with 1,1-dimethylethyl{cis-4[({[2-(trifluoromethyl)phenyl]methyl}amino)carbonyl]cyclohexyl}carbamate (24.88 g, 62.1 mmol) and DCM (100 mL) at room temperature. Trifluoroacetic acid (100 mL) was added slowly, and the reaction was maintained at room temperature for 1 hour, before it was determined to be complete by LCMS (Retention time=5.71 min and m/e 301 [M+H]+). The volatiles were removed by rotary evaporation and the crude oil was dissolved in ethyl acetate and washed with saturated sodium bicarbonate solution (3×200 mL). The organic phase was dried over Na2SO4, filtered and concentrated to give 18.3 g of the title compound (60.9 mmol, 98%) as an off-white solid. MS (ES) m/e 301 [M+H]+.

Provenance & Evidence