羟基酪醇的合成  

Synthesis of Hydroxytyrosol

作　　者：延永[1] 郭媛[1] 彭梦姣[1] 安静 恩达[1] 

机构地区：[1]西北大学合成与天然功能分子化学教育部重点实验室化学与材料科学学院,陕西西安710069

出　　处：《精细化工》2012年第10期985-988,共4页Fine Chemicals

基　　金：国家自然科学基金(21072158;20802056)~~

摘　　要：以3,4-二甲氧基苯乙酸为起始原料,制得3,4-二羟基苯乙酸,3,4-二羟基苯乙酸再在SOCl2存在下与甲醇反应制得3,4-二羟基苯乙酸甲酯,以Bouveault-Blanc反应为基本原理,通过钠/乙醇还原3,4-二羟基苯乙酸甲酯制得羟基酪醇,并通过1HNMR、IR、MS等方法对其进行了表征。该文还对影响羟基酪醇收率的原料配比、反应时间、反应温度以及钠/乙醇还原3,4-二羟基苯乙酸甲酯反应的机理进行了研究和探讨。3,4-Dihydroxyphenylacetic acid was directly given from the starting material 3,4-dimethoxyphenylacetic acid.Methyl 3,4-dihydroxyphenylacetate was obtained from the reaction of 3,4-dihydroxyphenylacetic acid with SOCl2 in methanol.It is the first time that the important natural product hydroxytyrosol was obtained by using sodium/ethanol reduction on the basis of Bouveault-Blanc classic reaction,thus providing a novel synthetic method of hydroxytyrosol.The resulting product was characterized by means of 1HNMR,IR and MS.In addition,the influence of the molar ratio of methyl 3,4-dihydroxyphenylacetate to sodium,reaction time and reaction temperature on the yield of hydroxytyrosol was investigated.The mechanism for the reductive reaction of methyl 3,4-dihydroxyphenylacetate with sodium/reduction was discussed.

关 键 词：羟基酪醇 3 4-二羟基苯乙酸甲酯 钠/乙醇 还原 医药原料 

分 类 号：O621.3[理学—有机化学]