palladium/alumina in hexane 6 h; Ambient temperature;

1: 66 percent Chromat. / NaOH / 0.5 h / Heating 2: 56 percent / H2 / 5percent Pd/Al2O3 / hexane / 6 h / 760 Torr / Ambient temperature 3: 62 percent / LiAlH4, 18-crown-6 / hexane / 6 h / 60 °C 4: 60 percent / 5percent Pd/Al2O3 / hexane / 6 h / Ambient temperature View Scheme

1: 56 percent / H2 / 5percent Pd/Al2O3 / hexane / 6 h / 760 Torr / Ambient temperature 2: 62 percent / LiAlH4, 18-crown-6 / hexane / 6 h / 60 °C 3: 60 percent / 5percent Pd/Al2O3 / hexane / 6 h / Ambient temperature View Scheme

sodium T=100°C; 20 h;

1: 62 percent / LiAlH4, 18-crown-6 / hexane / 6 h / 60 °C 2: 60 percent / 5percent Pd/Al2O3 / hexane / 6 h / Ambient temperature View Scheme

2: Na / 20 h / 100 °C View Scheme