hydrogen; palladium on activated charcoal in tetrahydrofuran P=3800 Torr; 48 h;

hydrogen; palladium on activated charcoal in methanol

hydrogen; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; triethylamine; palladium on activated charcoal 1.) MeOH, 2.) MeCN; Multistep reaction;

1: 1.) NaH / 1.) THF, 0 deg C, 30 min, 2.) 0 deg C, 1 h, 3.) 4 deg C, overnight 2: 81 percent / AIBN, Bu3SnH / toluene / Heating 3: 95 percent / H2 / Pd(OH)2/C / tetrahydrofuran / 25 h / 3800 Torr View Scheme