Dimethylformamide → HCID 86750460, compound

Participants

Reaction Steps

To a mixture of potassium t-butoxide (2.18 g) and N,N-dimethylformamide (43 ml) was added thioacetic acid (1.48 g) at -10° C. After stirring at 0°-5° C. for 30 minutes, a solution of (2R,4R)-1-allyloxycarbonyl-2-cyanomethyl-4-methanesulfonyloxypyrrolidine (4.30 g) in N,N-dimethylformamide (4 ml) was added to the cold mixture. After stirring at 80° C. for 3 hours, the mixture was poured into a mixture of ethyl acetate and water. The separated organic layer was washed with aqueous sodium chloride solution twice, dried over magnesium sulfate and evaporated to give (2R,4S)-4-acetylthio-1-allyloxy-carbonyl-2-(cyanomethyl) pyrrolidine (4.04 g).

Provenance & Evidence