化学研究2024,Vol.35Issue(2) :123-126.DOI:10.14002/j.hxya.2024.02.004

2-羟甲基环戊酮的合成及核磁研究

Study on synthesis and NMR spectra of 2-hydroxymethylcyclopentanone

张桂红 闻硕 白鹏涛 宋恒 徐晨
化学研究2024,Vol.35Issue(2) :123-126.DOI:10.14002/j.hxya.2024.02.004

2-羟甲基环戊酮的合成及核磁研究

Study on synthesis and NMR spectra of 2-hydroxymethylcyclopentanone

张桂红 1闻硕 1白鹏涛 1宋恒 1徐晨1
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作者信息

  • 1. 江苏科技大学 环境与化学工程学院,江苏 镇江 212100
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摘要

以环戊酮-2-羧酸甲酯为原料,通过缩醛、还原、羰基脱保护三步反应合成2-羟甲基环戊酮.对第三步反应经行优化,在水相中廉价β环糊精高效促进羰基脱保护反应,操作简单、环境友好、经济高效,产率99%.中间产物和目标产物经NMR表征,并详细研究目标产物及其活泼氢的NMR.不同氘代试剂中,产物活泼氢出现在不同位置,通过重水交换,确定产物活泼氢的位置.

Abstract

2-Hydroxymethylcyclopentanone was synthesized by ketalization,reduction and deprotection using methyl cyclopentanone-2-carboxylate as the raw material.The reaction condition of the third step was optimized to develop a simple,environmentally friendly,and highly efficient method.Cheap β-cyclodextrin effectively promoted carbonyl deprotection in the aqueous phase,producing the product with 99%yield.The structures of the intermediate and target product were characterized by NMR,and the NMR spectra of its active hydrogen were investigated in detail.In different deuterium reagents,the active hydrogen of the product appears in different positions,which is determined by the exchange of heavy water.

关键词

2-羟甲基环戊酮/核磁/活泼氢

Key words

2-hydroxymethylcyclopentanone/NMR/active hydrogen

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基金项目

江苏省自然科学基金(BK20210875)

出版年

2024
化学研究
河南大学

化学研究

CSTPCD
影响因子:0.471
ISSN:1008-1011
参考文献量10
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