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The Conversion of tert-Butyl Esters to Acid Chlorides Using Thionyl Chloride

Jacob A. Greenberg and Tarek Sammakia*

*Department of Chemistry and Biochemistry, University of Colorado Boulder, Boulder, Colorado 80309, United States, Email: Sammakiacolorado.edu

J. A. Greenberg, T. Sammakia, J. Org. Chem., 2017, 82, 3245-3251.

DOI: 10.1021/acs.joc.6b02931 (free Supporting Information)


Abstract

The reaction of tert-butyl esters with SOCl2 at room temperature provides acid chlorides in very good unpurified yields, whereas benzyl, methyl, ethyl, and isopropyl esters are essentially unreactive.

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Key Words

tert-butyl esters, acyl chlorides


ID: J42-Y2017