Water → HCID 70233539, compound

Participants

Reaction Conditions

Reaction Steps

4,4-Dimethyldiphenic acid (20.0 g, 74.0 mmol) was charged with polyphosphoric acid (83.4 g) at room temperature. The mixture was heated in an oil bath at 120°-121° C. for 6.5 hr until decarboxylation was over (no gas evolved). The reaction mixture was cooled down to 60° C., diluted with water (150 mL) then cooled down to room temperature. The precipitate was filtered off, washed with water, 10% sodium bicarbonate solution until the filtrate became colorless, extracted with 25% solution of ethyl acetate in hexane and dried over magnesium sulfate. Evaporation of the solvents gave the crude ketone which was purified by short path chromatography (5% ethyl acetate in hexane). This afforded 10.8 g (70.4%) of 4,5-dimethylfluorenone.

Provenance & Evidence