GB772410A - A process for preparing aliphatic dicarboxylic acids and the resulting acids - Google Patents

Abstract

A saturated aliphatic dicarboxylic acid is prepared by heating a solution of an ozonide of a cyclic olefin in the presence of water and with simultaneous introduction of oxygen or an oxygen-containing gas. An oxidation catalyst, such as potassium permanganate, chromium oxide, manganese oxide or cobalt oxide, may be present, preferably in an amount of 0.1 per cent based on the cyclic olefin. The solution of the ozonide may be the reaction mixture obtained in ozonization of the olefin. Any organic solvent for the olefin and the ozonide which is inert to the ozonide may be used. Ethyl acetate is preferred. The ozonization is usually effected at 0 DEG C. or lower, but may also be effected at room temperature. Any cyclic olefin having one, two or more double bonds, may be used as starting material. Hydrocarbon mixtures containing said olefins are also suitable. In an example, cyclohexene is ozonized in ethyl acetate at 0 DEG C. and the reaction mixture is heated with excess water at 100 DEG C. in the presence of potassium permanganate with the introduction of oxygen to give adipic acid. The production of glutaric acid from cyclopentene, and succinic acid from cyclo-octadiene, is mentioned.