Hydrogenation and hydrogenolysis. XV. Hydrogenation of isomeric anisidines with platinum metal catalysts in acetic acid.

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概要

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• <I>m</I>-Anisidine was hydrogenolyzed to an extent of 92.5% in hydrogenation with a palladium catalyst in acetic acid at 60 °C and 90 kg/cm<SUP>2</SUP>. The amount of hydrogenolysis in <I>o</I>- and <I>p</I>-anisidine was only 2.1 and 2.5%, respectively. This great difference in hydrogenolysis between the isomers was not observed with rhodium and platinum catalysts. With <I>m</I>- and <I>p</I>-anisidines, selectivity at the initiation of hydrogenation was studied for the formation of <I>N</I>-cyclohexylanisidine intermediates and for other products by an extrapolation method. Extensive hydrogenolysis of <I>m</I>-anisidine and slight hydrogenolysis of <I>o</I>- and <I>p</I>-anisidines over palladium result from a high selectivity in the formation of the enamine or imine intermediates. The hydrogenation pathways leading to hydrogenolysis and secondary amine formation over the three platinum metals are discussed.

• 公益社団法人 日本化学会の論文

著者

• Maekawa Yoshihiro

  Department of Industrial Chemistry, Tokyo University of Agriculture and Technology

関連論文

• Hydrogenation and hydrogenolysis. XV. Hydrogenation of isomeric anisidines with platinum metal catalysts in acetic acid.

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