nickel in cyclohexane 2 h; Heating;

1: 79 percent / buthyllithium / tetrahydrofuran; hexane / -45 - -10 °C 2: 67 percent / butyllithium / tetrahydrofuran; hexane / 12 h / -10 °C 3: 38 percent / Raney nickel / cyclohexane / 2 h / Heating View Scheme

1: 67 percent / butyllithium / tetrahydrofuran; hexane / 12 h / -10 °C 2: 38 percent / Raney nickel / cyclohexane / 2 h / Heating View Scheme

sodium T=135°C;

1: phosphorus; iodine / 220 °C 2: sodium / 135 °C View Scheme