Benzenepropanoic acid → 3-[4-(Chloroacetyl)phenyl]propionic acid

Participants

Reaction Steps

A solution of 3-phenylpropionic acid (50g.) in ethylenedichloride (200ml.) was added over 1 hour to a stirred mixture of chloroacetyl chloride (37.7g.) and aluminum chloride (48.9g.) in ethylene dichloride (550ml.) at room temperature. The resulting mixture was stirred for 1 hour and was then poured cautiously onto a mixture of ice (2kg.) and concentrated hydrochloric acid (50ml.). After stirring for a further 16 hours, the crude product was separated by filtration and recrystallised from water to give 3-[4-(chloroacetyl)phenyl]propionic acid, m.p. 151°-153° C.

Provenance & Evidence