Diethyl Ether → HCID 19764334, compound

Participants

Reaction Steps

To a slurry of 250 mg of lithium aluminum hydride in 10 ml of ether, cooled to 0° C. is added dropwise a solution of 1.48 g of ethyl (3,3-difluoro-2-methylene-nonadecyl)propanoate in 10 ml of ether followed by warming to ambient temperature, heating at reflux for 3 hours, then allowing to cool to ambient temperature. The reaction mixture is washed with dilute hydrochloric acid, water and dilute sodium bicarbonate, dried and evaporated to a gum which is purified on silica gel using 40-60% ethyl acetate:hexanes. The fractions containing product are collected, evaporated and the residue crystallized from hexane giving 1.04 g of the desired product.

Provenance & Evidence