Hydrochloric Acid → HCID 20137559, compound

Participants

Reaction Steps

Aluminum chloride (600 g, 4.50 mol) is added in portion to a cold (0°-10° C.) stirred solution of propionanilide (230 g, 1.54 mol) and of propionyl chloride (297 g, 3.2 mol) in carbon disulphide (600 ml). The reaction mixture is heated at reflux for 24 h. It is poured into a mixture of hydrochloric acid and crushed ice, and extracted with methylene chloride. The organic phase is washed with a 1% sodium hydrogen carbonate solution, with water, dried (Na2SO4) and filtered. Evaporation of the solvent under reduced pressure gives 1-(4'-propionamidophenyl)-propan-1-one (165 g, 0.8 mol, yield 52%) m.p. 154°-155° C.

Provenance & Evidence