Water → HCID 57144140, compound

Participants

Reaction Steps

A solution of propargylamine (3.55 g) in ethyl acetate (25 ml) was added over a period of 15 minutes to a stirred mixture of 4-bromobenzoyl chloride (14.2 g) and sodium carbonate (10.6 g) in ethyl acetate (100 ml) at ambient temperature. The mixture was heated at reflux for 1 hour. The mixture was cooled to ambient temperature and water (200 ml) was added. The mixture extracted with ethyl acetate (2×100 ml). The ethyl acetate extracts were combined, washed with saturated aqueous sodium bicarbonate solution, saturated with brine, dried (MgSO4) and evaporated. The solid residue was recrystallised from ethyl acetate to give 4-bromobenzoyl propargyl amide (8.9 g), m.p. 281°-288° C.; NMR: 3.10(1H,m), 4.05(2H,m), 7.69(2H,m), 7.80(2H,m), 9.0(1H,m); m/z 238(M+H).

Provenance & Evidence