Efficient Flow Synthesis of Glycidyl Ether Using BuSnCl3 as a Mild Lewis Acid

Synthesis Pub Date : 2024-07-03 DOI:10.1055/a-2359-8893
Takayoshi Kasakado, Masahito Nakamaura, Akihiro Nishizawa, Tetsuya Hosomi, I. Ryu, T. Fukuyama
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Abstract

A ring-opening protocol of epichlorohydrin (2) with 2-ethylhexanol (1a) was investigated for the synthesis of chlorohydrin 3a. BuSnCl3 proved to be an efficient mild Lewis acid catalyst, yielding 3a with high selectivity. A scalable flow synthesis of 3a was successfully achieved by modifying the flow setup for scaling up. The flow synthesis of glycidyl ether 4a from 3a was also carried out in an efficient manner by using the basic treatment.

Abstract Image

用 BuSnCl3 作为温和的路易斯酸高效流式合成缩水甘油醚
研究了环氧氯丙烷(2)与 2-乙基己醇(1a)开环合成氯海德林 3a。事实证明,BuSnCl3 是一种高效的温和路易斯酸催化剂,能以高选择性生成 3a。通过改进流动装置,成功实现了 3a 的可扩展流动合成。通过碱性处理,还以高效的方式从 3a 流动合成了缩水甘油醚 4a。
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