Journal of Liaoning Petrochemical University ›› 2019, Vol. 39 ›› Issue (5): 21-25.DOI: 10.3969/j.issn.1672-6952.2019.05.004

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CuCl⁃Promoted C-O Cross Coupling of p⁃Methyl Bromobenzene and Phenol

Zhou Jie1，Zhang Fenghua1，Ding Xiaoguang2，Yu Fang1   

  1. (1.College of Chemistry, Chemical Engineering and Environmental Engineering, Liaoning Shihua University, Fushun Liaoning 113001, China； 2.School of Computer and Engineering, Liaoning Shihua University, Fushun Liaoning 113001, China）
  • Received:2018-10-27 Revised:2019-05-23 Published:2019-10-31 Online:2019-10-30

CuCl催化对甲基溴苯和苯酚的C-O偶联反应

周杰1，张凤华1，丁晓光2，于芳1   

  1. （1.辽宁石油化工大学 化学化工与环境学部，辽宁 抚顺 113001； 2.辽宁石油化工大学 计算机与通信工程学院，辽宁 抚顺 113001）
  • 通讯作者: 于芳(1984⁃)，女，博士，讲师，从事天然产物全合成的研究；E⁃mail：fang.yu@lnpn.edu.com
  • 作者简介:周杰(1991-)，女，硕士研究生，从事有机合成的研究；E-mail：656519115@qq.com
  • 基金资助:
    辽宁省自然科学基金项目(20180550899)

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Abstract: A method for synthesis of 1⁃methyl⁃4⁃phenoxybenzene was studied. Using p⁃methyl bromobenzene and phenol were catalyzed by CuCl, K3PO4 was used as a base, 1,4⁃dioxane was used as reaction solvent and the reaction was carried out at 110 ℃ for 12.0 h to construct a new C-O bond and achieve coupling reaction. The reaction showed strong selectivity and the yield was 72% under the best reaction conditions. The structure of the target product 1⁃methyl⁃4⁃phenoxy benzene was further characterized by nuclear magnetic resonance (NMR).

Key words: p?Methyl bromobenzene, CuCl, Copper salts, Coupling reaction

摘要： 研究了一种合成1⁃甲基⁃4⁃苯氧基苯的方法，在碱为K3PO4、反应溶剂为1,4⁃二氧六环、反应温度为110 ℃、反应时间为12.0 h的条件下，CuCl催化对甲基溴苯和苯酚，构建新的C－O，实现偶联反应。反应有较强的选择性，在最佳的反应条件下可以获得1⁃甲基⁃4⁃苯氧基苯的收率为72%。进一步利用核磁共振（NMR）对其产物1⁃甲基⁃4⁃苯氧基苯进行表征，确认目标产物结构。

关键词: 对甲基溴苯, 氯化亚铜, 铜盐, 偶联反应

Cite this article

Zhou Jie，Zhang Fenghua，Ding Xiaoguang，Yu Fang. CuCl⁃Promoted C-O Cross Coupling of p⁃Methyl Bromobenzene and Phenol[J]. Journal of Liaoning Petrochemical University, 2019, 39(5): 21-25.

周杰，张凤华，丁晓光，于芳. CuCl催化对甲基溴苯和苯酚的C-O偶联反应[J]. 辽宁石油化工大学学报, 2019, 39(5): 21-25.

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