Water → HCID 86642396, compound

Participants

Reaction Conditions

Reaction Steps

13 ml (100 mmol) of butanesulfonyl chloride is added dropwise to a solution of 15 g (90 mmol) of eugenol and 16 ml (110 mmol) of triethylamine in 150 ml of dichloromethane previously cooled to −20° C., then the reaction mixture is stirred for 4 hours at room temperature. After adding 50 ml of water and extracting with dichloromethane, the organic phase is dried over sodium sulfate, filtered and evaporated. The raw residue is purified by silica column chromatography, eluted with a heptane/ethyl acetate mixture 90/10. 24.3 g (74%) of 4-allyl-2-methoxy-phenyl 1-butane sulfonate is obtained in the form of a yellow oil.

Provenance & Evidence