基于Suzuki反应合成(E)-3-甲氧基-2-(2-羟基苯基)丙烯酸甲酯  

Aconcise synthesis approach for(E)-methyl-3-methoxy-2-(2-hydroxyphenyl) acrylate via the Suzuki cross-coupling reaction

作　　者：刘勇敢[1] 罗艳[1] 陆瑶[1] 

机构地区：[1]东华大学化学化工与生物工程学院应用化学系,上海201620

出　　处：《应用化工》2016年第5期937-939,948,共4页Applied Chemical Industry

摘　　要：以2-苄氧基苯硼酸为原料,经催化剂四(三苯基膦)钯作用,与(Z)-3-甲氧基-2-碘丙烯酸甲酯发生Suzuki偶联反应;然后经钯碳加氢,催化脱除苄氧基,生成目标产物(E)-3-甲氧基-2-(2-羟基苯基)丙烯酸甲酯。采用1H NMR和LC-MS进行结构表征;讨论原料摩尔配比、温度、催化剂用量、溶剂体系等对产率的影响。结果表明,优化后两步反应总产率高达94.4%。2-（ Benzyloxy） phenyl boronic acid reacted with（ Z）-methyl-2-iodo-3-methoxyacrylate to form（ E）-methyl-3-methoxy-2-（ 2-phenoxyphenyl） acrylate according to Suzuki cross-coupling reaction using catalyst Tetrakis（ triphenylphosphine） palladium. Subsequently,the benzyloxy was removed by Pd/C hydrogenation catalyst to generate the desired product,namely（ E）-methyl-3-methoxy-2-（ 2-hydroxyphenyl）acrylate. The molecular structures were confirmed by1 H NRM and LC-MS. The effect factors,such as raw material mole ratio,reaction temperature,catalyst amount,and solvent on the yield was investigated. It is found that the total yield of two-steps reactions is up to 94. 4% under the optimal reaction conditions.

关 键 词：(E)-3-甲氧基-2-(2-羟基苯基)丙烯酸甲酯 嘧菌酯 SUZUKI反应 氢解作用 

分 类 号：TQ450.4[化学工程—农药化工] TQ455.4