4-苯氧基-2-氟苯硼酸的合成工艺研究  

Chemical Constituents of Organic Acid Part from Pothos Chinensis

作　　者：仪明君 武亚明 赵佳 YI Mingjun;WU Yaming;ZHAO Jia(Fuzhou Institute of Technology,Fujian Fuzhou 350506,China;Nanjing Polytechnic Institute,Jiangsu Nanjing 210048)

机构地区：[1]福州理工学院,福建福州350506 [2]南京科技职业学院,江苏南京210048

出　　处：《广州化工》2025年第4期156-160,共5页GuangZhou Chemical Industry

摘　　要：研究了4-苯氧基-2-氟苯硼酸的合成工艺。在醋酸中,以间氟苯酚为原料溴化制得3-氟-4-溴苯酚,在碳酸钠作用下与邻硝基溴苯缩合,高产率地得到2-氟-4-(2-硝基苯氧基)溴苯。然后在三氯化铁催化下,水合肼还原硝基,水合肼代替铁粉还原,使得后处理方便、快捷,且避免了铁副产物的环境污染。还原产物经重氮化后与次磷酸原位反应,去除了化合物中的氨基。去除氨基的中间体经锂化反应活化后与硼酸三异丙酯反应,获得目标产物4-苯氧基-2-氟苯硼酸。工艺总收率为26%,产品纯度为96%,原辅料便宜、易得,操作安全便捷,适合后续的工业化生产。The synthesis of 4-phenoxy-2-fluorophenylboronic acid was investigated.In acetic acid,3-fluoro-4-bromophenol was synthesized by bromination of m-fluorophenol as raw material.Under the action of sodium carbonate,it condensed with o-nitrobromobenzene to obtain 2-fluoro-4-(2-nitrophenoxy)bromobenzene with high yield.Then,under the catalysis of ferric chloride,the nitro groups was reduced by hydrazine hydrate,and the reducing reagents hydrazine hydrate replaced iron powder making the reduction post-treatment convenient and fast,and avoiding environmental pollution caused by iron by-products.The reduced product reacted in-situ reaction with hypophosphoric acid after diazotization to removing the amino groups in the compound.The intermediate was activated by lithiation and then reacted with triisopropyl borate to obtain the target product 4-phenoxy-2-fluorophenylboronic acid.The total yield of the process was 26%,the product purity was 96%,the raw materials were cheap and easy to be obtained,the operation was safe and convenient,and it was suitable for subsequent industrial production.

关 键 词：4-苯氧基-2-氟苯硼酸 合成 制备 

分 类 号：O69[理学—化学]