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2-吲哚乙酸乙酯的合成工艺研究

         

摘要

探究2-吲哚乙酸乙酯新的合成方法和合成工艺。以2-硝基苯乙酸和丙二酸二乙酯为原料,通过亲核加成和还原环化反应,合成2-吲哚乙酸乙酯,关键合成步骤以不同的物料比、温度和反应时间进行反应,测得最终反应的转化率和产率,得到新的合成路线和最佳合成工艺。合成的最终产物为浅棕色固体,熔点为28—31℃,利用IR、1 HNMR和MS等分析手段对中间体和终产物的结构进行了表征和分析,确认最终产物即为目标产物2-吲哚乙酸乙酯。新的合成方法反应条件温和,中间体产物无须分离,关键步骤最佳合成工艺为:物料配比n(2-硝基苯乙酸):n(丙二酸单乙酯钾盐)为1∶2,反应温度5℃,反应时间为20 h,此时产品收率达87.5%,色谱检测纯度≥98%。%To explore the new method for synthesizing 2-indole acetic acid ethyl ester , and research the synthesis process.2-indoleacetic acid ethyl ester is synthesized by the nucleophilic addition and the reductive cyclisation re -actions using 2-nitrophenyl acetic acid and diethyl malonate as raw materials ,a new synthetic route was obtain and the best synthesis processin were optimized , through the determination of the last reaction conversion rate and yield , with different raw material ratio , reaction temperature and reaction time reaction time and temperature of reaction in the key step of synthesis .The final product synthesis is light brown solid , the melting point of about 28-31℃, by u-sing IR and 1 HNMR, MS and other analytical methods , the structure of the intermediates and the end products were characterized and analyzed , confirming the final product is the target product 2-indoleacetic acid ethyl ester .The new synthesis method has the advantages of mild reaction conditions , intermediate products do not need to be sepa-rated,and the synthesis process of the key steps is best material ratio n (2-nitrophenyl acetic acid ):n ( ethyl mal-onate potassium salt) was 1:2, reaction temperature was 5 C, reaction time was 20h, at this condition ,the yield was 87 .5%, the chromatographic purity was more than 98%.

著录项

  • 来源
    《武汉工业学院学报》 |2015年第3期|52-56|共5页
  • 作者单位

    武汉职业技术学院生物工程学院;

    湖北武汉430074;

    武汉职业技术学院生物工程学院;

    湖北武汉430074;

    武汉轻工大学化学与环境工程学院;

    湖北武汉430023;

    武汉轻工大学化学与环境工程学院;

    湖北武汉430023;

    武汉轻工大学化学与环境工程学院;

    湖北武汉430023;

  • 原文格式 PDF
  • 正文语种 chi
  • 中图分类 O62632;
  • 关键词

    吲哚; 医药中间体; 合成; 表征; 工艺;

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