第 51 卷第 3 期 Vol. 51 No. 3 2021 年 6 月 Jun 2021

所属栏目：农药及中间体 4-氯-2-氨基联苯的绿色合成与表征

刘旗龙，尚 宇，张 淳* （陕西省环境监测中心站，陕西 西安 710054）

摘　要：以对氯溴苯和邻氯硝基苯为原料，经格氏反应、Suzuki偶联、Pd-C催化加氢还原3步反应合成了4'-氯-2-氨基联苯。格氏反应中，优化的反应条件为n（对氯溴苯）∶n（硼酸三甲酯）=1.0∶1.2，反应温度为0 ℃。Suzuki偶联反应中，优化的反应条件为n（邻氯硝基苯）∶n（4-氯苯硼酸）∶n（PdCl2（PPh3）2）=1.00∶1.10：0.01，还原反应的较佳反应温度为50 ℃。在优化的反应条件下，4'-氯-2-氨基联苯的合成总收率≥59.7%（以对氯溴苯计），纯度95.0%；产物结构经IR、1H NMR、MS确证。该工艺简单经济，条件温和，高效环保，适合工业化生产。

关键词：4'-氯-2-氨基联苯；绿色合成；表征

中图分类号：TQ455　　文献标识码：A　　文章编号：1009-9212（2021）03-0014-03

Green Synthesis and Characterization of 4'-Chloro-2-aminobiphenyl

LIU Qi-long, SHANG Yu, ZHANG Chun* (Shaanxi Environmental Monitoring Center, Xi′an 710054, China)

Abstract：4'-Chloro-2-aminobiphenyl was synthesized using 4-bromochlorobenzene and 1-chloro-2-nitrobenzene as starting material by a series of Grignard reaction, Suzuki coupling reaction, Pd-C catalytic hydrogenation reduction. Under the optimal reaction conditions, the total yield of 4'-chloro-2-aminobiphenyl was over 59.7% based on 4-bromochlorobenzen, the purity was 95.0%. The structure was confirmed by IR, 1H NMR, MS. In the first step, the ratio of 4-bromochlorobenzen∶trimethyl borate=1.0∶1.2(mol ratio) was the optimized condition, The optimal reaction temperature is 0 ℃. In the second step, the ratio of n(1-chloro-2-nitrobenzene)∶n(4-chlorophenylboronic acid)∶n(PdCl2(PPh3)2)=1.00∶1.10∶0.01 was the optimized condition. The optimal reaction temperature of the reduction reaction is 50 ℃. This process is simple, warm economical, efficient and environmental friendly, which is suitable for industrial scale manufacture.

Key words：4'-chloro-2-aminobiphenyl; green synthesis; characterization

作者简介：刘旗龙（1968—），男，江西高安人，硕士，主要从事环境管理及监测工作。

联 系 人：张 淳，高级工程师，硕士，主要从事环境管理及环境监测工作（E-mail：45795694@qq.com）。

收稿日期：2020-11-11