Organic Chemistry Portal



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:

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

DOI: 10.1021/acs.joc.6b02931


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.

see article for more examples

Key Words

tert-butyl esters, acyl chlorides

ID: J42-Y2017