Hard acid and soft nucleophile systems. 3. Dealkylation of esters with aluminum halide-thiol and aluminum halide-sulfide systems

M Node, K Nishide, M Sai, K Fuji…

Index: Node, Manabu; Nishide, Kiyoharu; Sai, Midori; Fuji, Kaoru; Fujita, Eiichi Journal of Organic Chemistry, 1981 , vol. 46, # 10 p. 1991 - 1993

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Citation Number: 90

Abstract

Another development of a new dealkylation reagent system involves a combination of aluminum halide and dialkyl sulfide. This is more powerful than the aluminum halide- ethanethiol system. The data for deesterification by this reagent system are summarized in Table 11. Demethylations of methyl benzoate (2) and methyl myristate (11) proceeded much more rapidly with this new system than with the aluminum halide-ethanethiol system. Even ...