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Clean Synthesis in Water:Darzens Condensation Reaction of Aromatic Aldehydes with Phenacyl Chloride
引用本文:史达清,张姝,庄启亚,王香善,屠树江,胡宏纹.Clean Synthesis in Water:Darzens Condensation Reaction of Aromatic Aldehydes with Phenacyl Chloride[J].中国化学,2003,21(6):680-682.
作者姓名:史达清  张姝  庄启亚  王香善  屠树江  胡宏纹
作者单位:[1]DepartmentofChemistry,XuzhouNormalUniversity,Xuzhou,Jiangsu221009,China;DepartmentofChemistry,NanjingUniversity,Nanjing,Jiangsu210093,China [2]DepartmentofChemistry,XuzhouNormalUniversity,Xuzhou,Jiangsu221009,China [3]DepartmentofChemistry,NanjingUniversity,Nanjing,Jiangsu210093,China
基金项目:Projectsupportedbythe“QinglanGongcheng”FoundationofJiangsuProvince (No .QL980 0 1)
摘    要:The Darzens condensation reaction of aromatic aldehydes with phenacyl chloride proceeded very efficiently in a water suspension medium in the presence of triethylbenzylammonium chloride and only trans-2,3-epoxy-1,3-diaryl-1-propanones were formed which can be isolated simply by filtration.The structures of these compounds were confirmed by elemental analysis,IR and ^1H NMR spectra.Therir configurations are in agreement with that of the same compounds reported in the literature.Compared to the classical Darzens condensation,this new method has the advantages of good yields,high stereoselectivity,low running cost inexpensive and environmentally benign procedure.

关 键 词:清洁合成  达村斯浓缩反应  芳醛  苯酰甲基氯  水溶液  反式-2,3-环氧-1,3-二芳基-丙酮

Clean Synthesis in Water: Darzens Condensation Reaction of Aromatic Aldehydes with Phenacyl Chloride
Shi Da‐Qing,Zhang Shu,Zhuang Qi‐Ya,Wang Xiang‐Shan,Tu Shu‐Jiang,Hu Hong‐Wen.Clean Synthesis in Water: Darzens Condensation Reaction of Aromatic Aldehydes with Phenacyl Chloride[J].Chinese Journal of Chemistry,2003,21(6):680-682.
Authors:Shi Da‐Qing  Zhang Shu  Zhuang Qi‐Ya  Wang Xiang‐Shan  Tu Shu‐Jiang  Hu Hong‐Wen
Abstract:The Darzens condensation reaction of aromatic aldehydes with phenacyl chloride proceeded very efficiently in a water suspension medium in the presence of triethylbenzylammonium chloride and only trans 2,3 epoxy 1,3 diaryl 1 propanones were formed which can be isolated simply by filtration. The structures of these compounds were confirmed by elemental analysis, IR and 1H NMR spectra. Their configurations are in agreement with that of the same compounds reported in the literature. Compared to the classical Darzens condensation, this new method has the advantages of good yields, high stereoselectivity, low running cost inexpensive and environmentally benign procedure.
Keywords:clean synthesis  water  Darzens condensation  aromatic aldehydes  phenacyl chloride
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