Selective Preparation of 1-Halo-2, 6-dimethoxybenzenes from Bis (2, 6-dimethoxyphenyl) dimethyltin.

M Wada, H Wakamori, A Hiraiwa, T Erabi

Index: Wada, Masanori; Wakamori, Hiroyuki; Hiraiwa, Akira; Erabi, Tatsuo Bulletin of the Chemical Society of Japan, 1992 , vol. 65, # 5 p. 1389 - 1391

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Citation Number: 13

Abstract

With a hope to explore a facile method for preparation of 1-halo-2, 6-dimethoxybenzenes, bis (2, 6-dimethoxyphenyl) dimethyltin was prepared from 1, 3-dimethoxybenzene, butyllithium, and dimethyltin dichloride or dimethyltin sulfide. The compound reacted with N- chlorosuccinimide and with N-bromosuccinimide in methanol to afford 1-chloro-2, 6- dimethoxybenzene and 1-bromo-2, 6-dimethoxybenezene, respectively. The dimethyltin ...