International Journal of Advanced Research in Chemical Science
Volume-3 Issue-7, 2016, Page No: 27-34
The Reaction of Hexafluoroisopropyl Esters with Amines: A Fast, Easy, Solvent-Free Approach to the Synthesis of Amides
Clara L. Kelly1,Nicholas E. Leadbeater2
Department of Chemistry, University of Connecticut, 55 North Eagleville Road Storrs, USA
Citation : Clara L. Kelly, Nicholas E. Leadbeater, The Reaction of Hexafluoroisopropyl Esters with Amines: A Fast, Easy, Solvent-Free Approach to the Synthesis of Amides International Journal of Advanced Research in Chemical Science. 2016;3(7):27-34.
Abstract
A methodology is reported for the preparation of amides from hexafluoroisopropyl (HFIP) esters and amines. This involves initially producing the HFIP ester from hexafluoroisopropanol and an aldehyde using an oxoammonium salt as an oxidant. Amides could be prepared by solvent-free reaction of the HFIP esters with an amine for 30 minutes at 80 °C in the presence of triethylamine (NE
t3).This method was applicable over a wide range of esters and amines. Furthermore, the production of novel symmetrical diamides using this method was possible.