Thionyl Chloride → N-(4-(1-chloroethyl)phenylmethyl)acetamide

Participants

Reaction Steps

A solution of N-{[4-(1-hydroxyethyl)phenyl]methyl}acetamide (5.7 g) and thionyl chloride (2.6 ml) in chloroform (50 ml) was refluxed under heating for 1.5 hr. The solvent was evaporated to give a brown oil (6.7 g). The obtained brown oil was purified by silica gel column chromatography (developing solvent; chloroform:methanol=20:1) to give the title compound (5.5 g) as a pale-brown oil.

Provenance & Evidence