Table of Contents
Organic Chemistry International
Volume 2012, Article ID 208128, 5 pages
http://dx.doi.org/10.1155/2012/208128
Research Article

Facile Synthesis of Benzaldehyde-Functionalized Ionic Liquids and Their Flexible Functional Group Transformations

Department of Materials Science and Engineering, Yunnan University, Kunming 650091, China

Received 5 August 2012; Revised 7 October 2012; Accepted 9 October 2012

Academic Editor: Robert Engel

Copyright © 2012 Qiang Huang and Baozhong Zheng. This is an open access article distributed under the Creative Commons Attribution License, which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

Abstract

Three benzaldehyde-functionalized ionic liquids were readily synthesized by quaternization of N-alkylimidazole with benzaldehyde-functionalized alkyl bromides under microwave irradiation in good yield. These aldehyde-functionalized ionic liquids could easily be oxidized in the presence of H2O2/KOH or be reduced by NaBH4 leading to the formation of the corresponding carboxyl-functionalized ionic liquids or benzylic alcohol-functionalized ionic liquids. In addition, the condensations of these functionalized ones with hydrazine hydrate and with aniline under reductive amination conditions were demonstrated.