N-(4-Butanoyl-3-hydroxyphenyl)butanamide

Abstract

The title compound, C14H19NO3, was prepared via the intramolecular rearrangement of 3-(butanoylamino)phenyl butanoate in the presence of anhydrous aluminium chloride. The near coplanarity of the aromatic ring, the amide group and the carbonyl group of the butanoyl fragment [N—C—C—C = −179.65 (17) and O—C—C—C = −178.34 (17)°] results from the intramolecular O—H...O and C—H...O hydrogen bonds. In the crystal, the molecules form a one-dimensional polymeric structure via N—H...O interactions between their amide groups.