Study on the Reaction of Higher Fatty Acid Esters with Metallic Sodium. VII.

Preparation and Properties of Oleoin and sym-Diheptadecenylethyleneglycol

Abstract

The unsaturated acyloin corresponding to oleoin was prepared from methyl oleate by the reductive condensation reaction with metallic sodium. Oleoin could be reduced by lithium aluminium hydride or aluminium iso-propoxide, giving unsaturated α-glycol which corresponds to sym-diheptadecenyl-ethyleneglycol.
The properties of both compounds compared with saturated products were discussed.