通过在离子液体中显著增强金属碳酸盐与卤代烃/磺酸盐的烷基化反应合成对称有机碳酸酯。

Synthesis of symmetrical organic carbonates via significantly enhanced alkylation of metal carbonates with alkyl halides/sulfonates in ionic liquid.

作者信息

Jorapur Yogesh R, Chi Dae Yoon

机构信息

Department of Chemistry, Inha University, 253 Yonghyundong Namgu, Inchon 402-751, Korea.

出版信息

J Org Chem. 2005 Dec 23;70(26):10774-7. doi: 10.1021/jo051722h.

DOI:10.1021/jo051722h

PMID:16355999

Abstract

[reaction: see text] We report a new phosgene-free method for the synthesis of symmetrical organic carbonates via alkylation of metal carbonate with various alkyl halides and sulfonates in 1-n-butyl-3-methylimidazolium hexafluorophosphate, [bmim][PF6], as an ecofriendly reaction media. Alkylation of metal carbonate in various ionic liquids with 1-bromo-3-phenylpropane (1a) as a model reactant has thoroughly been investigated. Potassium and cesium carbonates appeared to be the most suitable metal carbonate due to their high solubility in ionic liquids. Besides good to excellent yields, this simple and convenient methodology is devoid of highly toxic and harmful chemicals such as phosgene and carbon monoxide, which is an additional advantage.

摘要

[反应：见正文] 我们报道了一种新的无光气方法，用于通过金属碳酸盐与各种卤代烃和磺酸盐在1-正丁基-3-甲基咪唑六氟磷酸盐（[bmim][PF6]）中进行烷基化反应来合成对称有机碳酸酯，[bmim][PF6]作为一种环保型反应介质。已对以1-溴-3-苯基丙烷（1a）为模型反应物，在各种离子液体中金属碳酸盐的烷基化反应进行了深入研究。碳酸钾和碳酸铯因其在离子液体中的高溶解度而似乎是最合适的金属碳酸盐。除了具有良好至优异的产率外，这种简单便捷的方法还不含光气和一氧化碳等高毒有害化学品，这是一个额外的优点。