To obtain a carboxylic acid or its salt useful as a surfactant, etc., by oxidizing a primary hydroxyl group-having compound with a specific oxidizing agent in the presence of a specified amine in a high yield and in a good selectivity.
This method for producing a carboxylic acid or its salt comprises oxidizing a primary hydroxyl group-having compound such as a 8-18C aliphatic alcohol, a polyoxyalkylenealkylether, an alkylamine-ethylene oxide adduct or an aliphatic alcohol with 1.5-5.0 moles of a halogen-based oxidizing agent such as chlorine or a hypochlorite in the presence of 0.005-0.2 mole of a hindered amine compound such as tetramethylpiperidine. The reaction is preferably carried out by controlling the pH of the reaction system to 8.0-9.0 with a pH-controlling agent such as formic acid or acetic acid at 0-30°C and further aging the reaction at 20-60°C. In order to moderate the advance of the reaction, a solvent such as paraffin or ethylene glycol dimethyl ether is used, and the reaction is, if necessary, subjected to the irradiation of UV light, the bubbling of air, etc.
NAKAGAWA RYUICHI