The Journal of Organic Chemistry

Carbomethoxylation of epichlorohydrin with cobalt carbonyl and glycidyltrimethylammonium halide co-catalysts. New synthesis of alkali-sensitive epoxides

JD McClure

Index: McClure,J.D. Journal of Organic Chemistry, 1967 , vol. 32, p. 3888 - 3894

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Citation Number: 23

Abstract

Reaction of epichlorohydrin with carbon monoxide and methanol in the presence of dicobalt octacarbonyl and glycidyltrimethylammonium halide (I1 or 111) cocatalysts gives methyl 4chloro-3-hydroxybutyrate (I) in 53% yield. In the absence of I1 (or 111) the rate of formation of I is reduced and the yield of I is only 20%. A mechanism whose first step is the attack of the cobalt tetracarbonyl anion on I1 (or 111) is proposed to aocount for the catalytic activity ...