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溴苄类化合物在医药、农药和染料等领域有广泛的应用,在以往的报道中由甲基芳烃制备溴苄类化合物的方法都是采用自由基的历程进行的.报道了一种以甲基芳烃与三溴化硼直接反应采用非自由基的历程制备系列溴甲基芳烃的新方法.该方法反应条件温和、收率高、选择性好.在考察电子效应和位阻效应时发现:该方法对不同取代基的底物适应范围广,带推电子取代基对反应有利;取代基位阻有一定影响但是没有吸电子基团显著,吸电子基团降低产率.同时,在研究溶剂、温度、三溴化硼用量和时间对反应的影响时找到了最佳反应条件.
Bromobenzyl compounds are widely used in the fields of medicine, pesticides and dyes, etc. In the previous reports, the methods of preparing benzyl bromide from methyl aromatic are all based on the course of free radicals. Direct reaction of aromatics with boron tribromide A series of new methods for the preparation of a series of bromomethyl aromatics using a non-free radical process are described. The method has the advantages of mild reaction conditions, high yield and good selectivity. When examining the electronic effects and steric effects, The method adapts to a wide range of substrates with different substituents, and the electron donating group is favorable for the reaction; the steric hindrance of the substituent has some influence but no significant electron-withdrawing group and the electron-withdrawing group reduces the yield; meanwhile, Temperature, the amount of boron tribromide and time on the reaction to find the best reaction conditions.