文献类型：期刊文献

中文题名：多甲基α-吡喃酮的简捷合成方法

英文题名：New Convenient Synthetic Procedure for 3,5,6-Trimethyl-4-hydroxy-2-pyrone

作者：孙军[1];袁鹄[1];马德琈[2];杨尚金[1];薛仲华[1]

机构：[1]华东理工大学药物化工研究所,上海200237;[2]上海工程技术大学,上海200336

年份：2005

卷号：31

期号：2

起止页码：177

中文期刊名：华东理工大学学报（自然科学版）

外文期刊名：Journal of East China University of Science and Technology

收录：CSTPCD;;EI(收录号：2005209110086);Scopus;北大核心:【北大核心2004】；CSCD:【CSCD2011_2012】；

语种：中文

中文关键词：吡喃酮;酰基化;甲基化

外文关键词：pyrone; acylation; methylation

摘要：以α-甲基丙酰乙酸乙酯为原料,经动力学去质子化后,与乙酸乙酯发生γ-酰基化反应,然后环合生成3,5,6-三甲基-4-羟基-2-吡喃酮,在回流丁酮中甲基化主要得到3,5,6-三甲基-4-甲氧基-2-吡喃酮。两步反应总收率15.2%,经IR,1H-NMR,MS分析确定了目标化合物的分子结构。
3,5,6-Trimethyl-4-hydroxy-2-pyrone was easily prepared by acylation of dianion of ethyl-2-methyl-3-oxovalerate with ethyl acetate and the cyclization by treatment with 1,4-diazabicyclo [5,4,0] undec-7-ene (DBU). Methylation of the resultant compound in refluxing acetone yields 3,5,6-trimethyl-4-methoxyl-2-pyrone predominantly. Total yield of two steps was 15.2%. Structures of the compounds are identified by IR (infrared spectrum), 1H-NMR (nuclear magnetic resonance), MS (mass spectrum).