Chinese Journal of Organic Chemistry ›› 2024, Vol. 44 ›› Issue (3): 951-965.DOI: 10.6023/cjoc202312005 Previous Articles     Next Articles

ARTICLES

二苯甲酮腙电氧化制备二苯重氮甲烷的研究

韩璐瑶a, 胡硕真a, 郭庆春b, 郭红永b, 高照群a, 许颖a, 张新胜a,*()   

  1. a 华东理工大学化工学院 上海 200237
    b 河北兰升生物科技有限公司 河北石家庄 052260
  • 收稿日期:2023-12-06 修回日期:2024-02-23 发布日期:2024-04-02

Study on Electrooxidation of Benzophenone Hydrazone to Diphenyldiazomethane

Luyao Hana, Shuozhen Hua, Qingchun Guob, Hongyong Guob, Zhaoqun Gaoa, Ying Xua, Xinsheng Zhanga()   

  1. a School of Chemical Engineering, East China University of Science and Technology, Shanghai 200237
    b Hebei Lansheng Biotech Co., Ltd., Shijiazhuang, Hebei 052260
  • Received:2023-12-06 Revised:2024-02-23 Published:2024-04-02
  • Contact: *E-mail: xszhang@ecust.edu.cn

The electrocatalytic oxidation of benzophenone hydrazone for the synthesis of diphenyldiazomethane was investigated. To address the instability of diphenyldiazomethane, a heterogeneous electrolytic system was designed, optimizing the halogen compound, electrolyte type, solvent polarity, electrode material, control current density and reaction temperature. These measures effectively suppressed the formation of by-products such as benzylidene acetone peroxide, diphenylmethanol hydrolysis, and diphenylmethanequinone coupling, leading to a high yield of 74% for diphenyldiazomethane. Additionally, preliminary investigations were conducted on the electrochemical oxidation mechanism of benzophenone hydrazone.

Key words: indirect electrosynthesis, heterogeneous electrolysis, diphenyldiazomethane, iodine compound