ammonia; lithium in tetrahydrofuran T=-33°C; 0.25 h;

1: 75 percent / tetrahydrofuran / 1 h / Heating 2: 95 percent / lithium/ammonia (l) / tetrahydrofuran / 0.25 h / -33 °C View Scheme

1: 95 percent / potassium hydride / 1.) THF, 0 deg C, room temp., 1 h; 2.) THF, 0 deg C, room temp., 1 h 2: 75 percent / tetrahydrofuran / 1 h / Heating 3: 95 percent / lithium/ammonia (l) / tetrahydrofuran / 0.25 h / -33 °C View Scheme

1: 75 percent / tetrahydrofuran / 1 h / Heating 2: 95 percent / lithium/ammonia (l) / tetrahydrofuran / 0.25 h / -33 °C View Scheme

1: 92 percent / NBS/dibenzoyl peroxide / CCl4 / 4 h / Heating 2: 87 percent / sodiumazide / tetrahydrofuran; H2O / 36 h / Ambient temperature 3: 82 percent / PTSA / tetrahydrofuran / 0.08 h / Ambient temperature 4: 95 percent / potassium hydride / 1.) THF, 0 deg C, room temp., 1 h; 2.) THF, 0 deg C, room temp., 1 h 5: 75 percent / tetrahydrofuran / 1 h / Heating 6: 95 percent / lithium/ammonia (l) / tetrahydrofuran / 0.25 h / -33 °C View Scheme

2,3-dicyano-5,6-dichloro-p-benzoquinone in benzene 14 h; Heating;