Synthesis of Menthol Glycinates and Their Potential as Cooling Agents

Authors

Douglas A. Klumpp, Northern Illinois University
Robert M. Sobel, FONA International Inc.
Smaro G. Kokkinidou, FONA International Inc.
Brian Osei-Badu, Northern Illinois University
Zachary Liveris, Northern Illinois University
Rachel A. Klumpp, Aurora Christian Schools
Michael R. Stentzel, Northern Illinois University

Author ORCID Identifier

Douglas Klumpp:https://orcid.org/0000-0001-5271-699X

Publication Title

ACS Omega

E-ISSN

24701343

Document Type

Article

Abstract

A convenient method of synthesis has been developed for a new class of potential cooling agents, menthol glycinates. These compounds are prepared in two synthetic steps, starting from bromoacetyl bromide and (-)-menthol. The resulting brominated menthol ester readily undergoes substitution reactions with NH3 and 1° or 2° amines to provide menthol glycinates. For most of the prepared compounds, the two-step synthetic procedure requires no aqueous phase extractions.

First Page

4043

Last Page

4049

Publication Date

3-3-2020

DOI

10.1021/acsomega.9b03624

Recommended Citation

Klumpp, Douglas A.; Sobel, Robert M.; Kokkinidou, Smaro G.; Osei-Badu, Brian; Liveris, Zachary; Klumpp, Rachel A.; and Stentzel, Michael R., "Synthesis of Menthol Glycinates and Their Potential as Cooling Agents" (2020). NIU Bibliography. 301.
https://huskiecommons.lib.niu.edu/niubib/301

Department

Department of Chemistry and Biochemistry