问题：如何制备氯甲基苯硫醚
类型：求助 (悬赏分:3分)
提问：michelleH
等级：▲
版块：药物化学(jaywoo,合成小象,)
信誉：17%
回复：1
阅读：543
时间：2008-07-22 17:16:18 编辑加入/取消收藏订制/取消短消息举报该贴

我的起始反应物是苯甲硫醚，想和磺酰氯反应生成氯甲基苯硫醚，没有找到合适的条件，请高人指点！

回复人：xuhuadong,▲▲ (永远求知) 时间：2008-07-28 12:19:06 编辑

1楼

1 Yield 99 percent
Reagent N-chlorosuccinimide
Solvent CCl4
Time 11 h
Other Conditions Ambient temperature
2 Preparation of phenylthiomethyl chloride as an intermediate With stirring, 37.5 grams (1.25 moles) of paraformaldehyde was added to 250 ml of benzene.To the benzene-paraformaldehyde mixture 500 ml of concentrated hydrochloric acid was added slowly at ambient temperature.The mixture was then heated at 31.deg. C. for 30 minutes, and 110 grams of thiophenol was added.Upon complete addition the reaction mixture was heated at 50.deg.-55.deg. C. for 2 hours, then allowed to cool to ambient temperature where it stood for 18 hours.The reaction mixture was separated and the organic layer washed with 250 ml of water.The water wash was extracted with 250 ml of benzene and the two benzene layers were combined.The benzene combination was washed with 300 ml of aqueous saturated sodium chloride, dried with magnesium sulfate and filtered.The filtrate was evaporated under reduced pressure to a residue which was further evaporated under high vacuum and distilled to give 115.9 grams (73.2percent) of phenylthiomethyl chloride; b.p. 80.deg. C./3 mm.
Publ.: US4200644 A1 (1980/04/29), Appl.: US1978-872413 (1978/01/26)

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