3,4-二氧-羟甲基-乙基噻吩的合成  

Synthesis of 3,4-Hydroxymethyl-Ethylenedioxythiophene

作　　者：王燕红[1] 张磊[1] 沈永嘉[1] 

机构地区：[1]华东理工大学精细化工研究所,上海200237

出　　处：《华东理工大学学报（自然科学版）》2010年第2期239-243,共5页Journal of East China University of Science and Technology

摘　　要：3,4-二羟基噻吩-2,5-二羧酸甲酯在N,N-二甲基甲酰胺(DMF)/三乙胺的体系中与环氧溴丙烷反应可生成3,4-二氧-羟甲基-乙基噻吩-2,5-二羧酸甲酯,后者在碱性水介质中经水解反应生成3,4-二氧-羟甲基-乙基噻吩-2,5-二羧酸,其在三乙醇胺中经高温脱羧生成3,4-二氧-羟甲基-乙基噻吩,产物是3,4-二氧-羟甲基-乙基噻吩与3,4-二氧-羟丙基噻吩的二元混合物,两者的质量比是6∶1。Dimethyl 3,4-dioxylthiophene-2,5-dicarboxylate reacted with epibromohydrin in N,N-dimethylformamide（DMF）/triethylamine to afford dimethyl 2-（hydroxymethyl）-2,3-dihydrothieno-1,4-dioxine-5,7-dicarboxylate,which was saponified in aqueous KOH to form dimethyl（2-（hydroxymethyl）-）2,3-dihydrothieno -1,4dioxine-5,7-dicarboxylic acid.After decarboxylation in triethanolamine,3,4-hydroxymethyl-ethylenedioxythiophene was obtained,which is a mixture of 2,3-dihydrothieno-1,4-dioxin-2-yl methanol and 3,4-dihydro-2H-thieno-1,4-dioxepin-3-ol and their ratio was 6∶1.

关 键 词：3 4-二羟基噻吩-2 5-二羧酸甲酯 环氧溴丙烷 水解 脱羧 反应机理 

分 类 号：TQ062[化学工程]