HCID 23051862, compound → HCID 23051871, compound

Participants

Reaction Steps

A solution of 3.0 g (10.33 mmol) of (E)-6,6-diethoxy-1-(p-methoxyphenyl)-1-hexen-4-yn-3-ol in 15 ml of methylene chloride was added at 0° to a suspension of 27 g of manganese dioxide in 45 ml of methylene chloride. The reaction mixture was subsequently stirred at room temperature for a further 1 hour, filtered over magnesium sulphate and evaporated. The residue was chromatographed on 100 g of silica gel with petroleum ether/ether (2:1), whereupon (E)-6,6-diethoxy-1-(p-methoxyphenyl)-1-hexen-4-yn-3-one was obtained as a light yellowish oil.

Provenance & Evidence