HCID 54523158, compound → HCID 53741148, compound

Participants

Reaction Steps

A solution of 10.7 g (32 mmol) of 3-methyl-2-butenyl 4-hydroxy-4-(3,4,5-trimethoxyphenyl)-2-butynoate in 200 ml of methylene chloride was added dropwise at 0° to a suspension of 84 g (0.97 mol) of manganese dioxide in 200 ml of methylene chloride. The reaction mixture was stirred at 0° for 2 hours, filtered over magnesium sulphate and concentrated. The residue was purified by flash chromatography on 500 g of silica gel (elution agent methylene chloride/ethyl acetate 9:1) and crystallized from ether/hexane. There was obtained 3-methyl-2-butenyl 3-(3,4,5-trimethoxybenzoyl)propiolate of melting point 52°-53°.

Provenance & Evidence