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Citation: WANG Jian-Bo, ZONG Qian-Shou, SHEN Jin-Jin, BI Cheng, WU Chen-Jun. Synthesis of Diethyl 2,4-dimethyl-pyrrole-3,5-dicarboxylate: Recommending a University Organic Chemistry Experiment[J]. University Chemistry, ;2016, 31(8): 86-88. doi: 10.3866/PKU.DXHX201510008 shu

Synthesis of Diethyl 2,4-dimethyl-pyrrole-3,5-dicarboxylate: Recommending a University Organic Chemistry Experiment

College of Biological, Chemical Sciences and Engineering, Jiaxing University, Jiaxing 314001, Zhejiang Province, P. R. China

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, recrystallization, 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 well as in-depth understanding of heterocyclic synthesis and spectral analysis.
- Ethyl acetoacetate,
- Pyrrole,
- Knorr synthesis,
- One-pot method
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