Sodium Hydroxide → 1-[3'-chloro-4'-(N,N-dimethylcarbamoyl)phenyl]-3,3-dimethylazetidin-2-one

Participants

Reaction Steps

A solution of sodium hydroxide (4.00 g) and tetrabutylammonium bromide (0.10 g) in water (10 ml) was added to a suspension of 2-chloro-4-(3'-chloro-2'2'-dimethylpropionamido)-N,N-dimethylbenzamide (1.00 g) in methylene chloride (10 ml) and the two-phase system stirred at room temperature for 1 hour. Water (10 ml) and methylene chloride (10 ml) were then added and the whole methylene chloride layer washed with brine, dried and evaporated to give a pale yellow solid. This was recrystallised from ethyl acetate/hexane to give 1-[3'-chloro-4'-(N,N-dimethylcarbamoyl) phenyl]-3,3-dimethylazetidin-2-one as a white crystalline solid (0.516 g), m.p. 122°-123° C.

Provenance & Evidence