HCID 18954484, compound → HCID 18954485, compound

Participants

Reaction Steps

A 50 ml eggplant type flask equipped with a magnetic stirrer, a dropping funnel, a reflux condenser and a gas-introducing tube was charged with 250 mg of a 5% palladium/carbon dispersed in 25 ml of ethanol and 5.0 g (24 mmol) of 1-(4-allyloxy-3-methoxyphenyl)-4,4-dimethylpentane-1,3-dione. After completely replacing the atmosphere of the reaction system with hydrogen, stirring was continued for 2 hours at room temperature. A light yellow oily material was obtained by removing the palladium/carbon by filtration and subsequently distilling off the solvent. Thereafter, the thus obtained oily material was subjected to silica gel column chromatography using hexane/ethyl acetate (10/1-5/1 (v/v)) as a developer to obtain 4.0 g (80% in yield) of the compound of interest, 1-(3-methoxy-4-propoxyphenyl)-4,4-dimethylpentane-1,3-dione, as an achromatic solid substance. This compound is hereinafter referred to as Compound (1d).

Provenance & Evidence