Tetrahedron

Study of the O-glycidylation of natural phenolic compounds. The relationship between the phenolic structure and the reaction mechanism

C Aouf, C Le Guernevé, S Caillol, H Fulcrand

Index: Aouf, Chahinez; Le Guerneve, Christine; Caillol, Sylvain; Fulcrand, Helene Tetrahedron, 2013 , vol. 69, # 4 p. 1345 - 1353

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Citation Number: 15

Abstract

The O-alkylation reaction by epichlorohydrin of some natural phenolic compounds such as 4- methylcatechol, gallic acid, protocatechuic acid, pyrogallol and resorcinol was investigated. Phenolic compounds reacted first with epichlorohydrin in the presence of benzyltriethylammonium chloride as phase transfer catalyst. Then, an aqueous solution of sodium hydroxide was added. It was demonstrated that the two competitive mechanisms ...