Electrochemically promoted transesterification reaction of glycine derivatives

doi:10.6023/cjoc202406031

Chinese Journal of Organic Chemistry

ARTICLE

电化学促进的甘氨酸衍生物酯交换反应

尤晓琴^†,a, 黄克金^†,b, 庄诗怡^*,a, 刘晨江^*,b, 金伟伟^*,a

^a中国计量大学生命科学学院浙江省特色农产品品质及危害物控制技术重点实验室杭州 310018;
^b新疆大学化学学院乌鲁木齐 830017

收稿日期:2024-06-21 修回日期:2024-09-15

Electrochemically promoted transesterification reaction of glycine derivatives

You Xiaoqin^a, Huang Kejin^b, Zhuang Shiyi^*,a, Liu Chenjiang^*,b, Jin Weiwei^*,a

^aKey Laboratory of Special Agricultural Products Quality and Hazards Controlling Technology of Zhejiang Province, College of Life Sciences,China Jiliang University, Hangzhou 310018;
^bCollege of Chemistry, Xinjiang University, Urumqi 830017

Received:2024-06-21 Revised:2024-09-15
Contact: * E-mail: chemzsy@126.com; pxylcj@126.com; wwjin0722@163.com

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Abstract

In an undivided cell, using N-phenylglycine ethyl ester as the model substrate, the reaction conditions were optimized. The results showed that the optimal reaction condition was reacting under 6 mA constant current for 3 h by utilizing nickel and graphite plate as anode and cathode materials respectively, 2.0 equiv. NaBr as the electrolyte, EG/DMA(3:1) as the mixed solvent at room temperature and air condition. The transesterification reaction could afford various corresponding glycine derivatives up to 88% yield. This mild reaction condition without adding any transition metal, acid or base, was complied with the concept of green chemistry. In addition, gram scale experiment synthesized 1.32 g of esterification products successfully, which also demonstrated the potential value of electrochemical transesterification of glycine derivatives.

Key words: electrochemistry, glycine derivatives, transesterification

Cite this article

You Xiaoqin, Huang Kejin, Zhuang Shiyi, Liu Chenjiang, Jin Weiwei. Electrochemically promoted transesterification reaction of glycine derivatives[J]. Chinese Journal of Organic Chemistry, doi: 10.6023/cjoc202406031.

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电化学促进的甘氨酸衍生物酯交换反应

Electrochemically promoted transesterification reaction of glycine derivatives

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