Hydrochloric Acid → HCID 86744453, compound

Participants

Reaction Steps

A suspension of 0.43 g (1 mmole) of ethyl 6-[(5,8-dimethyl-6-methoxy-2-naphthyl) carbonyl]-2-naphthylsulfone, described in Example XIX, 10 cm3 of glacial acetic acid and 0.65 g of zinc powder (10 mmoles), is heated at reflux with stirring. There is then slowly added 0.85 cm3 (10 mmoles) of 12N HCl and reflux is maintained for 1 hour. There is again added 0.85 cm3 of 12N HCl and the mixture is stirred for 1 hour, while letting the reaction mixture cool. After the addition of 20 cm3 of 12N HCl, it is extracted with ether (3×30 cm3), washed with water, dried on sodium sulfate and evaporated to dryness. The crude yellow solid is rapidly purified by silica 60 gel chromatography (eluant: dichloromethane), followed by recrystallization in a hexane/acetone mixture. After drying, 160 mg of white needles of ethyl 6-[(5,8-dimethyl-6-methoxy- 2-naphthyl) methylene]-2-naphthylsulfone whose melting point is 166° C. are obtained.

Provenance & Evidence