| 3,5—二甲氧基苯乙醛和丙二酸单乙酯的Knoevenagel缩合 |
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| 引用本文： | 赵亚军,焦玉国.3,5—二甲氧基苯乙醛和丙二酸单乙酯的Knoevenagel缩合[J].高等学校化学学报,1997,18(8):1312-1315. |
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| 作者姓名： | 赵亚军 焦玉国 |
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| 作者单位： | 北京大学化学系!北京,100871 |
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| 基金项目： | 国家自然科学基金,国家教育委员会博士学科点基金 |
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| 摘 要： | 从３,５－二甲基苯乙醛和丙二酸单乙酯的Ｋｎｏｅｖｅｎａｇｅｌ缩合反应得到２个产物,其一经证实是重排生成的４－（３,５－二甲氧苯基）－３－丁烯酸乙酯,另一个是２＇,４＇,２″,４″－四甲氧基－２,３：６,７－二苯并－９－氧杂双环［３．３．１］壬－２,６－二烯。经元素分析、ＩＲ、ＮＭＲ、ＭＳ、和Ｘ射线衍射证实前者不发生可逆重排为其２－烯酸酯异构体的反应。
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| 关 键 词： | Knoevenagel 缩合 二甲氧基苯乙醛 丙二酸单乙酯 |
Knoevenagel Condensation of 3,5-Dimethoxyphenylacetaldehyde with Ethyl Hydrogen Malonate |
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| ZHAO Ya-Jun,JIAO Yu-Guo,TANG Hui-Tong,ZHANG Pang.Knoevenagel Condensation of 3,5-Dimethoxyphenylacetaldehyde with Ethyl Hydrogen Malonate[J].Chemical Research In Chinese Universities,1997,18(8):1312-1315. |
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| Authors: | ZHAO Ya-Jun JIAO Yu-Guo TANG Hui-Tong ZHANG Pang |
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| Abstract: | Knoevenagel condensation of 3,5-dimethoxyphenylacetaldehyde with ethyl hydro-gen malonate in pyridine-piperidine led to the isolation of two products. One is not the ex-pected 4-(3, 5-dimethoxyphenyl)-2-butenoate,but is its isomeric 3-butenoate which could not be equilibrated with its 2-isomer by a base like its parent 4-phenyl-2-and-3-butenoates.The other is 2', 4', 2", 4"-tetramethoxy-2, 3: 6, 7-dibenzo-9-oxabicyclo 3.3.1]nona-2, 6-di-ene which is formed by phenol-aldehyde condensation under the basic condition rather than usual dimerization brought about by Lewis acid catalysis. |
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| Keywords: | Knoevenagel condensation 4-Phenylbutenoate rearrangement 4-(3 5-Dimethoxyphenyl)-3-butenoate 9-Oxabicyclo[3 3 1]nonane |
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