Acetic Acid → HCID 12895869, compound

Participants

Reaction Steps

To a mixture of 150 mg of 2-(10,11-dihydro-8-fluoro-11-oxodibenzo[b,f]thiepin-2-yl)-propionamide and 1.5 ml of acetic acid was added 1.5 ml of hydrobromic acid, and the mixture was refluxed with stirring for 1 hour. To this was added ice water, and the resulting mixture was extracted with ethyl acetate. The extract was washed with a saturated sodium chloride solution and dried over anhydrous sodium sulfate. The solvent was distilled off to obtain brown crystals, which were chromatographed over 10 g of silica gel and eluted with chloroform/methanol (50/1). The thus obtained product was recrystallized from ethyl acetate--n-hexane to give 105 mg (yield: 70%) of 2-(10,11-dihydro-8-fluoro-11-oxodibenzo[b,f]-thiepin-2-yl)-propionic acid as light yellow crystals having a melting point of 213°-214° C.

Provenance & Evidence