Benzene → Tert-butyl (2S)-1-(carbonochloridoyl)pyrrolidine-2-carboxylate

Participants

Reaction Steps

A solution of proline t-butyl ester (10.0 g; 0.058 mol) and triethylamine (8.56 ml; 6.22g; 0.0614 mol) in dry THF (60 ml) was added to a cold (0° C.) solution of phosgene (12.5%) in benzene (61 ml; 0.070 mol) over 1 hour. An additional 50 ml of dry THF was added and stirring was continued for 2 hours. The reaction mixture was filtered and evaporated, giving N-chlorocarbonyl-(L)-proline t-butyl ester (1) as a dark-red oil (13.35 g).

Provenance & Evidence