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6-甲基-4-羟基-2-吡喃酮及其3-羧酸衍生物的简便合成方法
引用本文:张晓梅,花冬梅,王道全,陈万义. 6-甲基-4-羟基-2-吡喃酮及其3-羧酸衍生物的简便合成方法[J]. 农药学学报, 1999, 1(2): 82-84
作者姓名:张晓梅  花冬梅  王道全  陈万义
作者单位:1.中国农业大学应用化学系,农业部农药化学及农药使用技术重点实验室北京100094
摘    要:6-甲基-4-羟基-2-吡喃酮1和它的3-羧基衍生物2是合成化学杂交剂(chemicalhybridiz-ingagent)fenridazon-k的关键中间体,也是一般有机合成的中间体。OOHRO 1 R=H2 R=COOHKang等[1]报道了一种大量制取2的方法:在三乙胺存在下,丙二酸亚异丙酯3与双乙烯酮反应得到化合物4,4在对甲苯磺酸的催化下,在甲苯中回流,脱丙酮、环合生成2:OOOO   3CH2OOEt3N,CH2Cl2OOOOOHO    4CH3SO3HPhMe,△OOHCOOHO  2Suzuki[2]等报道,2在155℃受热则脱羧生成1。OOHCOOHO  2 155℃ -CO2OOHO  1作者等发现:4是不稳定的化合…

关 键 词:6-甲基-4-羟基-2-吡喃酮   6-甲基-4-羟基-3-羧基-2-吡喃酮   简便合成方法

SIMPLE AND CONVENIENT SYNTHESES OF 4HYDROXY6METHYL2PYRONE AND ITS 3CARBOXY DERIVATIVE
Zhang Xiao-mei,Hua Dong-mei,Wang Dao-quan and Chen Wan-yi. SIMPLE AND CONVENIENT SYNTHESES OF 4HYDROXY6METHYL2PYRONE AND ITS 3CARBOXY DERIVATIVE[J]. Chinese Journal of Pesticide Science, 1999, 1(2): 82-84
Authors:Zhang Xiao-mei  Hua Dong-mei  Wang Dao-quan  Chen Wan-yi
Affiliation:1.Department of Applied Chemistry
Abstract:In this paper, it was found that isopropylidene (1-hydroxy-3-oxo-butylidene) malonate 4 was a heat unstable compound and the one step convenient methods for preparation of 4-hydroxy-6-methyl-2-pyrone 1 and 3-carboxy-4-hydroxy-6-methyl-2-pyrone 2 in good yields were reported. Isopropylidene malonate 3、diketen and triethylamine reacted in chloroform to give 2, and in the mixture of dichloromethane and chlorobenzene to offer 1.
Keywords:Hydroxy-6-methyl-2-pyrone  3-Carboxy-4-hydroxy-6-methyl-2-pyrone  Synthesis
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