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Direct Substitution of a Hydroxyl Group by a Carboxyl Group at the Benzylic Position in Benzyl Alcohols by Electrochemical Reduction in the Presence of Carbon Dioxide: Improvement Enabling Electrochemical Direct Carboxylation of Benzyl Alcohols even in the Absence of an Electron-withdrawing Group on the Phenyl Ring
- Source :
- Electrochemistry, Vol 91, Iss 11, Pp 112011-112011 (2023)
- Publication Year :
- 2023
- Publisher :
- The Electrochemical Society of Japan, 2023.
-
Abstract
- Electrochemical carboxylation of benzyl alcohols even in the absence of an electron-withdrawing group on the phenyl ring was successfully carried out by improving our previous electrolysis conditions. Constant current electrolysis of benzyl alcohols including diphenylmethanol in DMSO containing 0.1 mol dm−3 Bu4NBF4 in the presence of carbon dioxide using an undivided cell equipped with a platinum plate cathode and a magnesium rod anode at room temperature resulted in direct substitution of a hydroxyl group by a carboxyl group at the benzylic position to give the corresponding arylacetic acids including diphenylacetic acid in moderate to good yields. Although the effect of DMSO as a solvent is still unclear, the results indicate the potential for a useful, convenient, and eco-friendly synthetic method for arylacetic acids from benzyl alcohols.
Details
- Language :
- English
- ISSN :
- 21862451
- Volume :
- 91
- Issue :
- 11
- Database :
- Directory of Open Access Journals
- Journal :
- Electrochemistry
- Publication Type :
- Academic Journal
- Accession number :
- edsdoj.23609115ab34aabb5f3722c0c3f65e5
- Document Type :
- article
- Full Text :
- https://doi.org/10.5796/electrochemistry.23-67082