Acetone → HCID 10266436, compound

Participants

Reaction Steps

A mixture of 2-benzoyl-4,5-dimethylbenzoic acid (11.4 g), acetone (300 ml), DMF (10 ml), potassium carbonate (6.83 g) and diethyl bromomalonate (12.84 g) was stirred for 60 hours at room temperature. The solvent was distilled off. To the residue was added ethyl acetate. This mixture was washed with water and dried (Na2SO4), then the solvent was distilled off. To the residue were added acetic acid (180 ml) and hydrochloric acid (180 ml), and the mixture was heated for 5 hours at 110° C. The reaction mixture was concentrated, to which was added water, followed by extraction with ethyl acetate. The extract was washed with water, and dried (Na2SO4), then the solvent was distilled off to leave colorless crystals. Recrystallization from ethyl acetate-isopropyl ether to give 6,7-dimethyl-4-phenylisocumarin-3-carboxylic acid, m.p.265°-268° C.

Provenance & Evidence