Reaction #95073

Reaction equation

N-decyl-3-(3-aminophenyl)propenamide

itaconic acid

→

title compound

N-Decyl-3-[3-(4-carboxy-2-oxo-pyrrolidino)phenyl]propenamide

Solvents

ethyl acetate

Conditions

Workup

1. 1
   workup.ADDITIONA mixture of 9.0 g
2. 2
   Filtrationthe solid was recovered by filtration
3. 3
   Otherto give 9.5 g

Procedure

A mixture of 9.0 g. of N-decyl-3-(3-aminophenyl)propenamide and 3.9 g. of itaconic acid was heated as a melt at 140°-145° C. for 1 hour, and then ca. 70 ml. of ethyl acetate was added to the hot mass. The resulting mixture was stirred, and a solid appeared. The mixture was cooled to room temperature, and the solid was recovered by filtration to give 9.5 g. of the title compound. This product was recrystallized from acetonitrile to give 8.4 g. (69% yield) of product having a melting point of 152.5°-153.5° C.

Source