hydrogen; palladium on activated charcoal P=760 - 1520 Torr; Ambient temperature; Yield given;

1: 1.) LDA, Et2AlCl / 1.) THF, hexane, -78 deg C, 15 min, 2.) THF, hexane, -35 deg C, 6 h 2: 99 percent / TsOH*H2O / CHCl3 / 24 h / Ambient temperature View Scheme