Deoximation Reaction in Room Temperature Ionic Liquids under Mild Conditions

作者:Zhang Xiaoxia; Lu Bin; Wang Xiaoguang; Zhao Jingxiang; Cai Qinghai*
来源:Chinese Journal of Chemistry, 2011, 29(9): 1846-1850.
DOI:10.1002/cjoc.201100041

摘要

Deoximation in metal chloride ionic liquids based on 1-alkyl-3-methylimidazolium and triethylene ammonium cations, such as AmimBr(Cl)-MClx (A=ethyl, butyl, benzyl; M=Al, Fe, Cu, Sn and Zn; x=2, 3) and Et3NHCl-FeCl3 were investigated under mild conditions. Ferrate chloride ionic liquid was proved to be an effective catalyst for deoximation of cyclohexanone oxime, exhibiting high conversion of oximes and selectivity to cyclohexanone. Good performance for the deoximation of other oximes such as salicylald oxime, acetone oxime, benzophenone oxime, 4-nitrobenzald oxime, acetophenone oxime, 2-chlorobenzaldehyde oxime, Acetald oxime, 2-butanone oxime and (1R)-camphor oxime was also achieved with bmimBr-FeCl3 as catalyst and solvent. The deoximation was determined to carry out via acid-catalytic hydrolysis and the reaction mechanism was proposed.