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2013 , Vol. 33 >Issue 01: 190 - 194

DOI: https://doi.org/10.6023/cjoc201208010

研究简报

氯化铯催化羧酸钠(钾)与α-氯代乙酸酯及溴(氯)代烃反应

  • 刘文奇 ,
  • 奇建永 ,
  • 陈锦杨 ,
  • 李宁波 ,
  • 邱仁华 ,
  • 许新华
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  • a 湘南学院湘南稀贵金属化合物及其应用湖南省重点实验 郴州 423000;
    b 湖南大学化学化工学院 长沙 410082

收稿日期: 2012-08-13

  修回日期: 2012-09-08

  网络出版日期: 2012-09-21

基金资助

湖南省自然科学基金(No. 08JJ3018)资助项目.

收起

Cesium Chloride Catalysized the Reaction of Sodium (Potassium) Carboxylates with Alkyl Bromides (Chlorides)

  • Liu Wenqi ,
  • Qi Jianyong ,
  • Chen Jinyang ,
  • Li Ningbo ,
  • Qui Renhua ,
  • Xu Xinhua
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  • a Hunan Provincial Key Laboratory of Xiangnan Rare-Precious Metals Compounds Research and Application, Xiangnan University, Chenzhou 42300;
    b College of Chemistry Chemical and Engineering, Hunan University, Changsha 410082

Received date: 2012-08-13

  Revised date: 2012-09-08

  Online published: 2012-09-21

Supported by

Project supported by the Natural Science Foundation of Hunan Province (No. 08JJ3018).

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摘要

以DMF为溶剂, 在催化量氯化铯存在下, 羧酸钠(钾)与α-氯代乙酸酯在室温下反应及其与溴(氯)代烃在60℃反应, 分别形成对应的羧酸(α-烷氧甲酰)甲酯与羧酸酯, 产率90%以上, 讨论了催化机理.

关键词： 氯化铯; 羧酸钠(钾); α-氯代乙酸酯; 酯化反应

本文引用格式

刘文奇 , 奇建永 , 陈锦杨 , 李宁波 , 邱仁华 , 许新华 . 氯化铯催化羧酸钠(钾)与α-氯代乙酸酯及溴(氯)代烃反应[J]. 有机化学, 2013 , 33(01) : 190 -194 . DOI: 10.6023/cjoc201208010

Abstract

In the presence of catalytic amounts of cesium chloride, using DMF as solvent, sodium (potassium) carboxylates reacted with α-chloroacetates at room temperature or reacted with alkyl bromides (chlorides) at 60℃ to give the corresponding (α-alkoxyformacyl)methyl carboxylic esters and carboxylic esters in >90% yields. The catalytic mechanism was discussed.

Key words： cesium chloride; sodium (potassium) carboxylates; alkyl bromides (chlorides); esterification

参考文献

[1] Tzalis, D.; Knochel, P. Angew. Chem., Int. Ed. 1999, 38, 1463.

[2] Salvatore, R. N.; Nagle, A. S.; Jung, K. W. J. Org. Chem. 2002, 67, 674.

[3] Tzalis, D.; Koradin, C.; Knochel, P. Tetrahedron Lett. 1999, 40, 6193.

[4] Li, X. W.; Liu, W. Q.; Zou, K. B. Chin. J. Org. Chem. 2007, 27, 1176 (in Chinese). (黎小武, 刘文奇, 邹康兵, 许新华, 有机化学, 2007, 27, 1176.)

[5] Xia, X.; Zou, K. B.; Fang, D. W.; Xu, X. H. Chin. J. Org. Chem. 2008, 28, 1487 (in Chinese). (夏湘, 邹康兵, 方大为, 许新华, 有机化学, 2008, 28, 1487.)

[6] Zou, K. B.; Qiu, R. H.; Fang, D. W.; Liu, X. Y.; Xu, X. H. Synth. Commun. 2008, 38, 237.

[7] Zou, K. B.; Yin, X. H.; Liu, W. Q.; Qiu, R. H.; Li, L. X.; Shao, L. L.; Li, Y. H.; Xu, X. H.; Yang, R. H. Synth. Commun. 2009, 39, 646.

[8] Xia, X.; Zou, K. B.; Li, N. X.; Zhang, Z. Y.; Shao, L. L.; Xu, X. H. Acta Chim. Sinica 2008, 66, 1749. (夏湘, 邹康兵, 李诺信, 张尊英, 邵玲玲, 许新华, 化学学报, 2008, 66, 1749.)

[9] Steven, C. W.; Rayman, Y. W. Tetrahedron Lett. 1972, 13, 1853.

[10] Douglas, J. R.; Patrick, G.; Albert, O. B. J. Org. Chem. 1979, 44, 1149.

[11] Zaher, M. A. J.; Hao, Y. S.; Bun, C. C. Tetrahedron Lett. 2002, 43, 9381.

[12] Cheng, B. C.; Xie, W. L. J. Central South Univ. Technol. 1998, 29, 401 (in Chinese). (成本诚, 谢文林, 中南工业大学学报, 1998, 29, 401.)

[13] Chen, D. M.; Yang, H. R.; Li, B. N. Petrochem. Technol. 1999, 28, 528 (in Chinese). (陈达美, 杨辉荣, 黎碧娜, 石油化工, 1999, 28, 5.)

[14] Barratt, B. J. W.; Easton, C. J.; Simpson, J. S. PCT Int. Appl. 2004, 47, 87.

[15] Nielsen, N. M.; Bundgaard, H. Int. J. Pharm. 1987, 391, 75.

[16] Murai, K.; Akazome, G. Kogyo Kagaku Zasshi 1959, 62, 1094.

[17] Liu, Y.; Wei, M.; Liu, Z.-D. China Food Additives 2011, 4, 8.

[18] Sadieva, N. F.; Iskenderova, S. A.; Agaev, B. K.; Magerramova, S. N. Azerb. Khim. Zh. 2010, (4), 68.

[19] Nudelman, N. S.; Mendiara, S. Tetrahedron Lett. 1997, 38(13), 2245.

[20] Long, L.-P.; Zhong, T.-S.; Ding, L.-Z.; Yu, S.-X. Chin. J. Synth. Chem. 2002, 10(6), 542.

[21] Vijayakumar, B.; Nagendrappa, G.; Prakash, B. S. J. Indian J. Chem. Technol. 2009, 16(5), 377.

[22] Zhang, M.; Hanson, P. R. Sci. Synth. 2006, 20, 863.

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