1: 96 percent / H2 / 10percent Pd/C / tetrahydrofuran / 6 h / Ambient temperature 2: 92 percent / K2(SO3)2NO, KH2SO4 / benzene; H2O / 3 h / Ambient temperature View Scheme

hydrogen; palladium on activated charcoal in tetrahydrofuran 6 h; Ambient temperature;

1: 96 percent / H2 / 10percent Pd/C / tetrahydrofuran / 6 h / Ambient temperature 2: 92 percent / K2(SO3)2NO, KH2SO4 / benzene; H2O / 3 h / Ambient temperature 3: 100 percent / CH2Cl2 / 96 h / Ambient temperature 4: 1.) KOBu-t / 1.) Et2O, -40 deg C, 30 min, 2.) Et2O, -70 deg C to room temp. 5: 100 percent / 3 h / 80 °C / 7.5 Torr View Scheme