1H-Pyrrol-3(2H)-one synthesis

Yield:-

Reaction Conditions:

with ammonium acetate;potassium carbonate in acetic acid;acetone;

Steps:

2 EXAMPLE 2

EXAMPLE 2 13.5 g of ethyl chloroacetate and 18.2 g of powdered potassium carbonate are refluxed in 60 ml of acetone for 16 hours. The mixture is left to cool to room temperature, is filtered and washed with hexane. The filtrate is concentrated using a rotary evaporator, there being obtained in a practically quantitative yield the compound of formula STR27 which is used further in the form of a crude product. That crude product and 78.5 g of ammonium acetate are refluxed in 90 ml of glacial acetic acid for 2 hours. The mixture is poured into ice/water and the precipitated crude product is isolated by filtration. Recrystallisation from ethanol/water yields 15.3 g (60% of theory) of the crystalline pyrrolinone of formula STR28 having a melting point of 173-176° C. Analysis [%]: calc. C 67.52 H 5.67 N 6.06 (C₁₃ H₁₃ NO₃) found C 67.52 H 5.71 N 5.90.

References:

US6010567,2000,A