基于NBS反应高效合成二苄基叠氮化合物  

Efficient Synthesis of Dibenzylazide Compounds Based on NBS reaction

作　　者：丁建军 鲍晨 徐洪耀[1] DING Jian-jun;BAO Chen;XU Hong-yao(Donghua University,Shanghai 201620,China)

机构地区：[1]东华大学,上海201620

出　　处：《当代化工》2021年第8期1790-1793,共4页Contemporary Chemical Industry

基　　金：国家自然科学基金项目(项目编号:20771036和20671037)。

摘　　要：以4,4’-二甲基联苯为原料,通过NBS反应制得4,4’-二溴甲基联苯(2),再通过与叠氮化钠的亲核取代反应,合成4,4’-联苯二苄叠氮(3),通过反应条件的优化确定了合成4,4’-联苯二苄叠氮(3)最优条件为n(2):n(NaN3)=1∶2.2,温度70℃,反应时间12 h。在上述条件下,产率达94.6%。通过与4,4’-二氯甲基联苯的比较,验证苄基溴比苄基氯更易与叠氮化钠进行亲核取代反应。产物结构经1H NMR、13C NMR、IR和元素分析表征确证。Using 4,4’-dimethylbiphenyl as raw material,4,4’-dibromomethylbiphenyl (2) was prepared through NBS reaction,and then 4,4’-biphenyl dibenzylazide (3) was synthesized through nucleophilic substitution reaction with sodium azide,the optimal conditions for the synthesis of 4,4’-biphenyl dibenzylazide (3) were determined as follows:n(2)∶n(NaN3)=1∶2.2,the reaction temperature 70℃,the reaction time 12 h.under above conditions,the yield reached 94.6%.The comparison with 4,4’-dichloromethyl biphenyl verified that benzyl bromide was easier to undergo nucleophilic substitution reaction with sodium azide than benzyl chloride.The product structure was confirmed by 1H NMR,13C NMR,IR and elemental analysis.

关 键 词：二苄基溴 NBS反应 叠氮化钠 亲核取代 合成 

分 类 号：TQ226.4[化学工程—有机化工]