Catalytic transfer hydrogenation of ketones using Raney nickel and 2-propanol

CHED 362

Kimberly Holte, Department of Chemistry, #2252, University of Tennessee at Chattanooga, 615 McCallie Ave, Chattanooga, TN 37405 and Robert C. Mebane, robert-mebane@utc.edu, Department of Chemistry, Dept #2252, University of Tennessee at Chattanooga, 615 McCallie Ave, Chattanooga, TN 37403.
As part of our continuing work on catalytic transfer hydrogenation (CTH) reactions using hydrogen donors instead of gaseous molecular hydrogen as the reductant, we wish to describe our recent work dealing with the reduction of ketones using Raney nickel and 2-propanol. Ten ketones (acyclic and cyclic) were quantitatively converted into their corresponding secondary alcohols in refluxing 2-propanol containing the nickel catalyst and a trace of HCl. The progress of the CTH reactions were conveniently monitored by GC/MS and products were verified by spectral comparisons with authentic compounds.