Facile Synthesis of Benzaldehyde-Functionalized Ionic Liquids and Their Flexible Functional Group Transformations
Author(s) -
Qiang Huang,
BaoZhong Zheng
Publication year - 2012
Publication title -
organic chemistry international
Language(s) - English
Resource type - Journals
eISSN - 2090-2018
pISSN - 2090-200X
DOI - 10.1155/2012/208128
Subject(s) - benzaldehyde , ionic liquid , chemistry , aniline , aldehyde , yield (engineering) , hydrazine (antidepressant) , ionic bonding , alkyl , organic chemistry , amination , reductive amination , hydrate , polymer chemistry , ion , catalysis , materials science , chromatography , metallurgy
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
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