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  Home > JCE Print > Journal of Chemical Education > Issues > 1999  > November  >
In the Laboratory
The Preparation of Lidocaine
Thomas J. Reilly
Department of Chemistry & Biochemistry, Loyola Marymount University, 7900 Loyola Blvd., Los Angeles, CA 90045-8225
Cover
November 1999
Vol. 76 No. 11
p. 1557
Abstract
In this experiment, which is intended for the introductory organic laboratory, the widely used local anesthetic Lidocaine is synthesized in two steps from 2,6-dimethylaniline. In the first step, the amine is acylated with chloroacetyl chloride. In the second step, the amide is subjected to nucleophilic substitution by diethylamine to give the final product with an overall yield of 71% based on 2,6-dimethylaniline. I have used this experiment in my organic class for several years with excellent results. Average students can isolate the crude product in less than three hours.
More Information
*  Citation
 Reilly, Thomas J. J. Chem. Educ. 1999 76 1557.
*  Keywords
 Organic Chemistry; Laboratory Instruction; Organic Synthesis
*  History
 Created:
Last Updated:		 October 12, 1999
June 23, 2005
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