精细化工中间体2024,Vol.54Issue(2) :30-33.DOI:10.19342/j.cnki.issn.1009-9212.2024.02.007

奥扎格雷钠关键中间体对溴甲基肉桂酸甲酯的合成工艺研究

Synthesis of Methyl p-Bromomethylcinnamate as the Key Intermediate of Ozagrel Sodium

马可莹 王渝 陈宇航 黄朋勉
精细化工中间体2024,Vol.54Issue(2) :30-33.DOI:10.19342/j.cnki.issn.1009-9212.2024.02.007

奥扎格雷钠关键中间体对溴甲基肉桂酸甲酯的合成工艺研究

Synthesis of Methyl p-Bromomethylcinnamate as the Key Intermediate of Ozagrel Sodium

马可莹 1王渝 1陈宇航 1黄朋勉1
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作者信息

  • 1. 长沙理工大学化学化工学院,湖南长沙 410000
  • 折叠

摘要

以对甲基苯甲醛和乙酸甲酯为原料,经克莱森施密特缩合反应制备对甲基肉桂酸甲酯.优化条件为:m(乙酸甲酯)∶m(对甲基苯甲醛)=5∶1,n(甲醇钠)∶n(对甲基苯甲醛)=2.0∶1.0,反应温度为65℃,优化条件下对甲基肉桂酸甲酯收率92.32%,含量99.38%;对甲基肉桂酸甲酯与N-溴代丁二酰亚胺(NBS)反应得到奥扎格雷钠的关键中间体对溴甲基肉桂酸甲酯,优化条件为:溶剂为乙酸甲酯,m(乙酸甲酯)∶m(对甲基肉桂酸甲酯)=4∶1,反应温度为70 ℃,n(N-溴代丁二酰亚胺)∶n(对甲基肉桂酸甲酯)=1.2∶1.0,优化条件下产品收率88.86%,含量97.48%.该法具有绿色环保、收率高、成本低等优势.

Abstract

The intermediate of p-methyl cinnamate was produced by Claisenschmidt condensation reaction with the materials of p-methyl benzaldehyde and methyl acetate.The reaction conditions were optimized as follows:the mass ratio of methyl acetate to p-methylbenzaldehyde was 5∶1,the molar ratio of sodium methanol to p-methylbenzaldehyde was 2.0∶1.0,and the reaction temperature was 65 ℃.Under the optimized conditions,the yield and content of methyl p-methylcinnamate were 92.32%and 99.38%respectively.The key intermediate of ozagrel sodium was obtained by the reaction of methyl p-methyl-cinnamate with N-bromosuccinimide(NBS).The reaction conditions were optimized as follows:the solvent was methyl acetate,the mass ratio of methyl acetate to methyl p-methylcinnamate was 4∶1,the reaction temperature was 70 ℃,and the molar ratio of NBS to methyl p-methylcinnamate was 1.2∶1.0.Under optimized conditions the yield and purity of NBS were 88.86%and 97.48%,respectively.The process has the advantages of green environmental protection,high yield and low cost.

关键词

奥扎格雷钠/对甲基苯甲醛/对甲基肉桂酸甲酯/对溴甲基肉桂酸甲酯

Key words

ozagrel sodium/p-methylbenzaldehyde/methyl p-methylcinnamate/methyl p-bromomethylcinnamate

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基金项目

湖南省教育厅科研项目(20A019)

出版年

2024
精细化工中间体
湖南化工研究院

精细化工中间体

CSTPCD
影响因子:0.236
ISSN:1009-9212
参考文献量6
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