Acetic Anhydride → HCID 20205036, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 2-phenyl-2-(2'-carboxy-3'-hydroxyphenylthio)-acetic acid (0.19 g, 0.62 mmol), sodium acetate (0.38 g) and acetic anhydride (2 ml) was heated at 60° C. for 10 minutes, with vigorous gas evolution taking place. The mixture was poured into ice-water and extracted with diethyl ether. The combined organic extracts were washed with 1% aqueous sodium hydroxide, water, dried (sodium sulfate), and evaporated. The residue was subjected to chromatography and evaporated. The residue was subjected to chromatography on a column of silica gel (Merck No. 7734), eluting with 1:1 hexane-ether to afford 3,4-diacetoxy-2-phenylbenzo[b]thiophene as a white solid; yield 29 mg (14%); m/z 326 (M+.).

Provenance & Evidence