Hydrochloric Acid → HCID 88424876, compound

Participants

Reaction Steps

A mixture of 18.1 g (68.6 mmol) of the dioxolane of Example 8, 250 ml of THF and 120 ml of 4N HCl is stirred for 4 days at room temperature (monitoring by gas chromatography) and is then poured into 250 ml of ice-cold water. After extraction with 3×200 ml of ethyl ether, drying (MgSO4) and evaporation of the solvents there are obtained 19 g of crude oil which is purified by flash chromatography on silica (eluent: petroleum ether+1% ethyl ether) to give 10.5 g of (E)-2-methyl-4-[(1S,2R,3S,5S)-3-pinanyl]-2-butenal (yield=70%).

Provenance & Evidence