Triethylamine → 3-(chloromethyl)-N-(1,1,1-trifluoro-2-methylpropan-2-yl)benzamide

Participants

Reaction Steps

3-(Chloromethyl)benzoyl chloride (38.5 mmol, 5.48 mL, 7.29 g) was dissolved in dichloromethane (100 mL) and stirred. To this was added a mixture of 1,1,1-trifluoro-2-methylpropan-2-amine (39.3 mmol, 5 g) and triethylamine (59.0 mmol, 8.22 mL, 5.97 g) (dropwise) and stirring continued for 2 hours. The reaction was diluted with dichloromethane and this organic mixture was washed with saturated sodium chloride, water, and saturated sodium chloride. The organic phase was dried with sodium sulfate, filtered and concentrated under vacuum. The residue was purified by silica chromatography (eluting with dichloromethane) to give the title compound (5 g).

Provenance & Evidence