Reaction of Alkyl Halides with Mercury(II) Salts in Tetrahydrofuran. A Facile Preparation of 4-Alkoxybutyl Acetates and Chlorides
作者:Nanao Watanabe、Sakae Uemura、Masaya Okano
DOI:10.1246/bcsj.49.2500
日期:1976.9
The reaction of primary and secondary alkyl iodides and bromides with Hg(OAc)2 and HgCl2 in tetrahydrofuran (THF) affords the THF-incorporated compounds (1), RO(CH2)4X [X=OAc and Cl, respectively], in good yields. When HgBr2 and aqueous or alcoholic Hg(ClO4)2 were used as mercury(II) salts, the yields of 1(X=Br, OH, and OR′) were low. Similar treatment with HgI2 gave scarcely any 1. A reaction scheme
伯和仲烷基碘化物和溴化物与 Hg(OAc)2 和 HgCl2 在四氢呋喃 (THF) 中的反应得到掺入 THF 的化合物 (1),RO(CH2)4X [X=OAc 和 Cl,分别]产量。当 HgBr2 和水或醇 Hg(ClO4)2 用作汞 (II) 盐时,1(X=Br、OH 和 OR') 的产率很低。用 HgI2 进行类似处理几乎没有得到任何 1。 提出了一种涉及 O-烷基四氢呋喃离子作为中间体的反应方案,用于形成 1。