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2-甲基-4-甲氧基苯基苯胺的合成

Synthesis of N-Phenyl-2-methyl-4-methoxyaniline

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【Author】 QIU, Xiaoa JIANG, Jia-Junb WANG, Xing-Yib SHEN, Yong-Jia*,a (a Laboratory for Advanced Materials and Institute of Fine Chemicals, East China University of Science and Technology, Shanghai 200237) (b Department of Chemistry, East China University of Science and Technology, Shanghai 200237)

【机构】华东理工大学结构可控先进功能材料及其制备教育部重点实验室和精细化工研究所；华东理工大学化学系；华东理工大学结构可控先进功能材料及其制备教育部重点实验室和精细化工研究所上海200237；上海200237；上海200237；

【摘要】邻硝基甲苯在甲醇、乙酸和硫酸混合溶液中,在Pt/C的催化下发生氢化和Bamberger重排生成2-甲基-4-甲氧基苯胺.后者在Pd/C的存在下以苯酚为反应介质与环已酮缩合生成2-甲基-4-甲氧基苯基苯胺,反应总产率63.0%.文中给出了产物与中间产物的核磁共振氢谱和质谱,同时讨论了影响反应的因素.更多还原

【Abstract】 Using Pt/C as a catalyst, the hydrogenation and Bamberger rearrangement of o-nitrotoluene was carried out in a solution consisting of methanol, sulfuric acid and acetic acid, to afford 2-methyl-4-meth- oxyaniline. The intermediate product was further reacted with cyclohexanone in the presence of Pd/C in phenol to form N-phenyl-2-methyl-4-methoxyaniline. The total yield is 63%. The product as well as inter- mediate was determined by 1H NMR and MS spectra. The factors of affecting the reactions were also dis- cussed.更多还原

【关键词】邻硝基甲苯； Bamberger重排； 2-甲基-4-甲氧基苯基苯胺；合成；
【Key words】 o-nitrotoluene； Bamberger rearrangement； N-phenyl 2-methyl-4-methoxyaniline； synthesis；

【基金】国家教育部博士点基金(No.20030251001)资助项目

【文献出处】有机化学 ,Chinese Journal of Organic Chemistry , 编辑部邮箱 ,2005年05期

【分类号】O625.6
【被引频次】9
【下载频次】326

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