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2,4-二甲基吡咯-3,5-二羧酸二乙酯的合成——推荐一个大学有机化学实验
引用本文:汪剑波,宗乾收,沈锦锦,毕成,吴晨俊.2,4-二甲基吡咯-3,5-二羧酸二乙酯的合成——推荐一个大学有机化学实验[J].大学化学,2016,31(8):86-88.
作者姓名:汪剑波  宗乾收  沈锦锦  毕成  吴晨俊
作者单位:嘉兴学院生物与化学工程学院,浙江嘉兴,314001
基金项目:浙江省自然科学基金项目(LQ15B060005);嘉兴学院教学改革项目(70115030)
摘    要:采用Knorr吡咯合成法,以乙酰乙酸乙酯和亚硝酸钠为原料,在醋酸和锌粉作用下采用“一锅法”得到2,4-二甲基吡咯-3,5-二羧酸二乙酯。本实验涉及到控温、回流、重结晶、熔点测定、红外光谱及核磁共振等实验操作和分析检测方法。该实验原料简单易得、产物收率高,结合波谱解析方法,可以培养和提高学生合成实验的能力,加强学生对杂环合成和波谱解析的理解与分析。

关 键 词:乙酰乙酸乙酯  吡咯  Knorr合成法  一锅法  

Synthesis of Diethyl 2,4-dimethyl-pyrrole-3,5-dicarboxylate:Recommending a University Organic Chemistry Experiment
Jian-Bo WANG,Qian-Shou ZONG,Jin-Jin SHEN,Cheng BI,Chen-Jun WU.Synthesis of Diethyl 2,4-dimethyl-pyrrole-3,5-dicarboxylate:Recommending a University Organic Chemistry Experiment[J].University Chemistry,2016,31(8):86-88.
Authors:Jian-Bo WANG  Qian-Shou ZONG  Jin-Jin SHEN  Cheng BI  Chen-Jun WU
Institution:
Abstract:Using Knorr pyrrole synthesis, diethyl 2,4-dimethyl-pyrrole-3,5-dicarboxylate was synthesized via one-pot method with ethyl acetoacetate and sodium nitrite as starting materials in the presence of acetic acid and zinc powder. The experiment involves the experimental operation and analyses including temperature control, reflux, recrystal ization, melting point, IR and NMR spectroscopies. The advantages of the experiment are simple raw materials and high product yield. The experiment is helpful for cultivating and improving the synthesis ability of students, as wel as in-depth understanding of heterocyclic synthesis and spectral analysis.
Keywords:Ethyl acetoacetate  Pyrrole  Knorr synthesis  One-pot method
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