Collect. Czech. Chem. Commun. 1989, 54, 326-340

Kinetics of hydrogenation amination of 2-propanol with aniline on a copper-chromium catalyst

Jiří Dlouhý and Josef Pašek

Department of Organic Technology, Prague Institute of Chemical Technology, 166 28 Prague 6


The kinetics of hydrogenation amination of alcohols in the liquid phase were studied in the presence of a copper(II)-chromium(III) catalyst, 2-propanol and aniline were used as the models. In addition to the kinetic investigation of the model reaction as a whole, the partial reaction steps-dehydrogenation of 2-propanol and condensation of aniline with acetone-were also examined. It was proved that, in the reaction of aniline with 2-propanol on the copper-chromium catalyst, the formation of acetone is equilibrium-controlled. The overall rate of amination of 2-propanol with aniline is determined by both the condensation of acetone with aniline and the hydrogenation of the ketimine intermediate. The amination is accelerated by addition of aluminosilicate to the copper-chromium catalyst, which confirms that the ketimine concentration is not equilibrium-controlled.