基于偶联法合成4-(1-萘基)苯硼酸
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河北省自然科学基金(No.B2008000709)


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

    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。

    Abstract:

    Based on 4一bromo一aniline as raw materials, 1一hromo一4- iodohenzene was synthesized by diazotization reaction. Meanwhile, 1一naphthalene boronic acid was synthesized by Grinard reaction, us- ing 1一bromo-naphthalene as raw material Subsequently, they were used as materials to synthesize 4- (1一naphthyl) pherryl boronic acid by the Suzuki coupling reaction and n一Butyl lithium reaction suet, lively. 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 he well applied to industrial production.

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苏雨,殷耀兵.基于偶联法合成4-(1-萘基)苯硼酸[J].河北工程大学自然版,2010,27(4):95-97

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  • 收稿日期:2010-09-21
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  • 在线发布日期: 2015-01-12
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