| 2-甲基-4-甲氧基苯基苯胺的合成 |
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| 引用本文： | 邱潇,姜佳俊,王幸宜,沈永嘉. 2-甲基-4-甲氧基苯基苯胺的合成[J]. 有机化学, 2005, 25(5): 561-566 |
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| 作者姓名： | 邱潇 姜佳俊 王幸宜 沈永嘉 |
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| 作者单位： | 1. 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
2. 华东理工大学化学系,上海,200237 |
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| 基金项目： | 高等学校博士学科点专项科研项目 |
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| 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.
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| 关 键 词： | 邻硝基甲苯 Bamberger重排 2-甲基-4-甲氧基苯基苯胺 合成 |
| 收稿时间： | 2004-09-06 |
| 修稿时间： | 2004-11-24 |
Synthesis of N-Phenyl-2-methyl-4-methoxyaniline |
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| QIU Xiao,JIANG Jia-Jun,WANG Xing-Yi,SHEN Yong-Jia. Synthesis of N-Phenyl-2-methyl-4-methoxyaniline[J]. Chinese Journal of Organic Chemistry, 2005, 25(5): 561-566 |
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| Authors: | QIU Xiao JIANG Jia-Jun WANG Xing-Yi SHEN Yong-Jia |
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| Affiliation: | ( Laboratory for Advanced Materials and Institute of Fine Chemicals, East China University of Sci-ence and Technology, Shanghai 200237)( Department of Chemistry, East China University of Science and Technology, Shanghai 200237) |
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| 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. |
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| Keywords: | o-nitrotoluene Bamberger rearrangement N-phenyl 2-methyl-4-methoxyaniline synthesis |
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