hydrogen; palladium on activated charcoal in benzene T=25°C; P=2280 Torr; 27 h;

1: 68 percent / H2 / 5percent Pd/C / benzene / 27 h / 25 °C / 2280 Torr 2: 1.) 1.65 M n-BuLi / 1.) THF, hexane, -75 deg C to 0 deg C, 45 min, 2.) -75 deg C to r.t., overnight View Scheme