Dimethylformamide → 1-(1-Chloroprop-2-en-1-yl)-3-(trifluoromethyl)benzene

Participants

Reaction Steps

Dimethylformamide (5 mL) was added to a solution of 1-[3-(trifluoromethyl)phenyl]prop-2-en-1-ol (50 g) in dichloromethane (500 mL) at 0 to 5° C. The reaction mixture was stirred for 5-10 min at room temperature. The reaction mixture was cooled at 0 to 5° C. and thionyl chloride (44.26 g) was added slowly maintaining the temperature at 0 to 5° C. The reaction mixture was stirred at 0 to 5° C. for 1-2 hours. After completion of the reaction, the mixture was quenched slowly with ice-chilled de-ionized water (250 mL) at 0-10° C. and stirred for additional 30 minutes at 0 to 5° C. Organic Layer was separated, washed twice with a solution of sodium chloride (10%; 250 mL) and concentrated under vacuum at 40° C. to 45° C. to give 1-(1-chloroprop-2-en-1-yl)-3-(trifluoromethyl)benzene.

Provenance & Evidence