Journal of Molecular Catalysis A-Chemical, Vol.152, No.1-2, 91-98, 2000
Phase-transfer-catalyzed Darzen's condensation of chloroacetonitrile with cyclohexanone using aqueous sodium hydroxide and a new phase transfer catalyst
The kinetics of Darzen's condensation of chloroacetonitrile with cyclohexanone has been studied under phase transfer catalytic conditions using aqueous sodium hydroxide as the base and 2-benzylidine-N, N, N, N', N', N'-hexaethylpropane-1,3-diammonium dichloride as a new "multi-site" phase transfer catalyst (MPTC). The reactions were carried out at room temperature (29 degrees C) under pseudo-first order conditions by keeping aqueous sodium hydroxide and cyclohexanone in excess and was monitored by GC. The effect of various experimental parameters on the rate of the reaction has been studied, and based on the results obtained, a suitable mechanism is proposed.