Chinese Journal of Organic Chemistry ›› 2020, Vol. 40 ›› Issue (1): 78-83.DOI: 10.6023/cjoc201908001 Previous Articles     Next Articles


陈晶晶a,b, 王莹淑b, 余珺b, 成佳佳c, 郑辉东b   

  1. a 福州大学材料科学与工程学院 福州 350108;
    b 福州大学石油化工学院 福州 350108;
    c 福州大学化学学院 福州 350108
  • 收稿日期:2019-08-01 修回日期:2019-09-02 发布日期:2019-09-18
  • 通讯作者: 王莹淑
  • 基金资助:

A Green and Scalable Cobalt(II)-Catalyzed Oxidation of 2-Ethyl-3-methylpyrazine

Chen Jingjinga,b, Wang Yingshub, Yu Junb, Cheng Jiajiac, Zheng Huidongb   

  1. a College of Materials Science and Engineering, Fuzhou University, Fuzhou 350108;
    b College of Chemical Engineering, Fuzhou University, Fuzhou 350108;
    c College of Chemistry, Fuzhou University, Fuzhou 350108
  • Received:2019-08-01 Revised:2019-09-02 Published:2019-09-18
  • Supported by:
    Project supported by the National Natural Science Foundation of China (No. 21476049), the Regional Development Project of Fujian Province (No. 2016H4023), the University-Industry Cooperation Project of Fujian Province (No. 2019H6010), the Industrial Technology Joint Innovation Special Project of Fujian Province (No. FG-2016005) and the Program for New Century Excellent Talents in University of Fujian Province (No. HG2017-17).

A green and scalable oxidation of 2-ethyl-3-methylpyrazine (EMP) by tert-butylhydroperoxide was investigated with a catalytic system of cobalt(II) and N-containing ligand. The effects of catalyst, ligand, solvent and temperature were compared, and the catalysis system of cobalt(II) acetylacetonate and 2,2-bipyridine gave the highest selectivity. Mechanistic study of this catalysis system suggested that the oxidation of EMP followed a free radical oxidation pathway, and a homogeneous reaction kinetics model was established to calculate the reaction rate constant and activation energy. The scale-up of the oxidation system was performed to check the scalability of the oxidation reaction, and the temperature control of the system was the key part of the process.

Key words: 2-ethyl-3-methylpyrazine (EMP), 2-acetyl-3-methylpyrazine (AMP), allylic oxidation, reaction mechanism, kinetics, scale-up