Hydrochloric Acid → HCID 23051866, compound

Participants

Reaction Steps

A solution of 3 g (10.4 mmol) of (E)-6-(1-ethoxy-ethoxy)-1-(4-methoxyphenyl)-1-hexen-4-yn-3-one in 50 ml of tetrahydrofuran was treated at room temperature with 3 ml of 1N hydrochloric acid and stirred at room temperature for 30 minutes. The reaction mixture was diluted with water and extracted twice with ether. The combined organic phases were dried over magnesium sulphate and concentrated. The residue was purified by flash chromatography on 100 g of silica gel (elution agent methylene chloride/ether 4:1) and was subsequently crystallized from methylene chloride/ether/hexane. There was obtained (E)-6-hydroxy-1-(4-methoxyphenyl)-1-hexen-4-yn-3-one of melting point 68°-69°.

Provenance & Evidence