Hydrochloric Acid → 1-[4-(Methylthio)phenyl]-1-propanone

Participants

Reaction Steps

To a solution of thioanisole (5 g) and propionyl chloride (3.9 ml) in dichloroethane (80 ml) at 0° C. was added, in portions, aluminum chloride (6.4 g). The mixture was stirred overnight at room temperature. The reaction mixture was poured onto a mixture of ice and water (200 ml) and concentrated HCl (2 ml) and extracted with CH2Cl2. The combined organic layers were washed with water, dried over Na2SO4 and purified on a silica gel column (140 g) using hexane/EtOAc (10:1) as eluant to afford the title compound as a white solid, m.p. 60°-61° C.

Provenance & Evidence