Benzyl Alcohol → HCID 22789987, compound

Participants

Reaction Steps

A mixture of 10.7 g. of 3-fluoro-D-alanine, 19.5 g. p-toluene sulfonic acid monohydrate, 50 ml. benzyl alcohol and 20 ml. benzene are heated at reflux temperature for a period of about 5 hours in an apparatus which continuously removes water formed in the reaction. The reaction solution is cooled, diluted with 200 ml. of ether, and the crystalline material which precipitates is recovered by filtration, washed with ether and dried to give about 10 g. of benzyl 3-fluoro-D-alaninate p-toluenesulfonate. Treatment of this benzyl 3-fluoro-D-alaninate p-toluenesulfonate with an aqueous-pyridine-isopropanol mixture gives benzyl 3-fluoro-D-alaninate.

Provenance & Evidence