基于偶联法合成4-(1-萘基)苯硼酸

Coupling synthesis of 4-(1-naphthyl) phenyl boronic acid

以对溴苯胺为原料经重氮化反应合成对溴碘苯,以1-溴萘为原料经格氏反应合成1-萘硼酸,通过Suzuki偶联反应和有机锂试剂法将对溴碘苯与1-萘硼酸逐步合成4-(1-萘基)苯硼酸。采用核磁共振、气相色谱和高效液相色谱对各步产品的结构和纯度进行了表征,并分析了每一步的影响因素。结果表明,该产品纯度达99.4%,四步反应总收率为20.5%,且反应操作简单,可较好地应用于工业生产。

Based on 4-bromo-aniline as raw materials,1-bromo-4-iodobenzene was synthesized by diazotization reaction.Meanwhile,1-naphthalene boronic acid was synthesized by Grignard reaction,using 1-bromo-naphthalene as raw material.Subsequently,they were used as materials to synthesize 4-（1-naphthyl） phenyl boronic acid by the Suzuki coupling reaction and n-Butyl lithium reaction successively.The molecule structure and purity of products of every step were investigated by 1H NMR,GC and HPLC analysis.With a purity of 99.4% and the total yield of 20.5%,it shows that this process can be well applied to industrial production.