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.
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.
出处
《高等学校化学学报》
SCIE
EI
CAS
CSCD
北大核心
1997年第8期1312-1315,共4页
Chemical Journal of Chinese Universities
基金
国家自然科学基金
国家教育委员会博士学科点基金
关键词
KNOEVENAGEL
缩合
二甲氧基苯乙醛
丙二酸单乙酯
Knoevenagel condensation, 4-Phenylbutenoate rearrangement, 4-(3,5-Dimethoxyphenyl)-3-butenoate, 9-Oxabicyclo[3.3.1]nonane