独脚金内酯D环中间体3-甲基-5-羟基呋喃-2(5H)-酮的一步法合成  

One Step Synthesis of Strigolactones Intermediate 5-Hydroxy-3-Methylfuran-2(5H)-One

作　　者：周国华 欧思敏 ZHOU Guo-hua;OU Si-min(School of Chemistry and Chemical Engineering,Key Laboratory of Clean Energy Materials Chemistry of Guangdong Higher Education Institutes,Lingnan Normal University,Guangdong Zhanjiang 524048,China)

机构地区：[1]岭南师范学院化学化工学院,清洁能源材料化学广东普通高校重点实验室,广东湛江524048

出　　处：《广州化工》2021年第6期30-31,38,共3页GuangZhou Chemical Industry

基　　金：国家自然科学基金(No.21605074);广东省自然科学基金(No.2014A030310274);岭南师范学院自然科学基金(No.ZL1404)。

摘　　要：为改进独脚金内酯的合成方法,促进独脚金内酯及其植物生理研究,以甲基丙二酸二乙酯和乙二醛为原料,在水溶液中以H+为催化剂,加热回流的条件下,实现一步法合成了独脚金内酯的中间体3-甲基-5-羟基呋喃-2(5H)-酮,其结构经1HNMR和13 CNMR确证。对反应条件进行考察,反应的最佳条件为:以水为溶剂,硫酸或者氢型强酸型阳离子树脂为催化剂,甲基丙二酸二乙酯:乙二醛=1:1.5,110℃回流16 h,收率54%,优于现有方法。In purpose of improving the preparation of strigolactones,promoting the studies of plant physiology,a process improvement for synthesis of D-ring intermediates of strigolactones was achieved.Primarily,methylmalonic acid diethyl ester and glyoxal were used as reactants with H+as catalyst in water,and the reaction proceeded under reflux.By that,5-hydroxy-3-methylfuran-2(5 H)-one that was the intermediates of strigolactones was prepared by one-step and validated with 1H NMR 13 C NMR.It was found that the optimized conditions for the synthesis were using water as solvent with sulfuric acid or strong acidic cation ion exchange resin as catalyst,the mass ratio of 1:1.5 of methylmalonic acid diethyl ester to glyoxal,and reflux at 110℃for 16 h.Under the optimized conditions,the best yield of target reached 54%,which was better than ever known methods.

关 键 词：独脚金内酯 一步法 中间体 呋喃酮 合成 工艺改进 

分 类 号：O626.1[理学—有机化学] Q74[理学—化学]