Reaction of Hydrogen Peroxide on Fatty Acid Esters under Pressure. III. Oxidation of Methyl 9,10-Dihydroxystearate

Abstract

Methyl 9,10-dihydroxystearate is oxidized with a 30% hydrogen peroxide solution, under such conditions as the mole ratio of methyl 9,10-dihydroxystearate to hydrogen peroxide is one to fifteen or more, the reaction time 2 hr., the temperature 138∼155°C, and the pressure 110∼145 kg./cm². Also, it was recognized that 80% or more of methyl 9,10-dihydroxystearate was oxidized.

As the oxidation products, acetic, propionic, butyric, caproic, caprilic, pelargonic, caprinic and lauric acids were obtained as monobasic acids, and oxalic, malonic, succinic, adipic and azelaic acids were also produced as dibasic acids. Especially, succinic and adipic acids were obtained with good yield.