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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 33, 2003 - Issue 12
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Original Articles

The Oxidation of Primary Alcohols to Methyl Esters and Diols to Lactones Using Trichloroisocyanuric Acid

Prof. Gene A. Hiegel Department of Chemistry and Biochemistry, California State University, Fullerton, California, USACorrespondence[email protected]
&
Cynthia B. Gilley Department of Chemistry and Biochemistry, California State University, Fullerton, California, USA
Pages 2003-2009 | Received 17 Oct 2002, Published online: 17 Aug 2006
 
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Abstract

Primary alcohols and diols are easily oxidized to methyl esters by a solution of trichloroisocyanuric acid with methyl alcohol in dichloromethane. In addition, α,ω-diols are also readily oxidized into lactones by refluxing with trichloroisocyanuric acid and pyridine in dichloromethane.

Acknowledgment

This work was supported in part by an NSF-REU Program grant, a CSUF Undergraduate Research and Creativity Award, and an award from the Rohm and Haas Company: Otto Haas Award for Technical Excellence (courtesy of Robert K. Barr).

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