HCID 23050493, compound → HCID 23050513, compound

Participants

Reaction Steps

A solution of 30 g (93.6 mmol) of 1-hydroxy-4-[(3-methyl-2-butenyl)oxy]-1-(3,4,5-trimethoxyphenyl)-2-butyne in 350 ml of methylene chloride was added dropwise at 0° to a suspension of 122 g (1.4 mol) of manganese dioxide in 500 ml of methylene chloride. The reaction mixture was stirred at 0° for 3 hours, filtered over magnesium sulphate and concentrated. Flash chromatography of the residue on 1000 g of silica gel (elution agent methylene chloride/ethyl acetate 9:1) and subsequent crystallization of the product from ether/hexane yielded 4-[(3-methyl-2-butenyl)oxy]-1-(3,4,5-trimethoxyphenyl)-2-butyn-1-one of melting point 32°.

Provenance & Evidence