Hard acid and soft nucleophile system. 2. Demethylation of methyl ethers of alcohol and phenol with an aluminum halide-thiol system

M Node, K Nishide, K Fuji, E Fujita

Index: Node, Manabu; Nishide, Kiyoharu; Fuji, Kaoru; Fujita, Eiichi Journal of Organic Chemistry, 1980 , vol. 45, # 22 p. 4275 - 4277

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Citation Number: 168

Abstract

Aliphatic and aromatic methyl ethers have been easily cleaved on treatment with a hard acid, aluminum halide, and a soft nucleophile, EtSH, to give parent alcohols and phenols, respectively. With compounds possessing both aliphatic ,and aromatic methyl ether groups, simultaneous demethylation of both types of ethers occurred. The ethereal crubon-oxygen bond in compounds possessing both ether and ester groups was selectively cleaved under mild conditions by ...