Citation: Cheng Chu Zeng, Li Ming Hu, Jia Zeng, Ru Gang Zhong. A facile electrochemical synthesis of caffeic acid derivatives in the presence of acetylacetone or methyl acetoacetate in aqueous medium[J]. Chinese Chemical Letters, ;2007, 18(2): 130-132. doi: 10.1016/j.cclet.2006.12.010 shu

A facile electrochemical synthesis of caffeic acid derivatives in the presence of acetylacetone or methyl acetoacetate in aqueous medium

College of Life Science & Bioengineering, Beijing University of Technology, Beijing 100022, China

Received Date: 8 September 2006

Fund Project: This work was supported by the grants from the National Natural Science Foundation of China (No. 20402001),Beijing Novel Project (No. 2005B10) and Beijing Natural Science Foundation (No. 2062003).

The anodic oxidation of caffeic acid in the presence of acetylacetone or methyl acetoacetate in aqueous solution has been studied by cyclic voltammetry and controlled-potential electrolysis techniques. The result showed that caffeic acid was oxidized to the corresponding o-benzoquinone, which underwent further Michael-addition with acetylacetone or methyl acetoacetate to produce caffeic acid derivative 3,4-dihydroxy-6-(1-acetylacetone)-yl cinnamic acid 4a or 3,4-dihydroxy-6-(1-acetyl-methylacetate)-ylcinnamic acid 4b.
- Caffeic acid,
- Electrochemical synthesis,
- Acetylacetone,
- Methyl acetoacetate
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