1: 60 percent / Mg, Li2CuCl4 / tetrahydrofuran / 0.5 h / 10 °C 2: 1.) Mg / 1.) THF, 40 - 50 deg C, 1 h, 2.) THF, 10 - 20 deg C, 1 h 3: H2 / Lindlar catalyst / methanol; pyridine / 2 h / 30 °C / 3677.5 Torr 4: 99 percent / p-toluenesulfonic acid / pyridine / Heating View Scheme

1: 60 percent / Mg, Li2CuCl4 / tetrahydrofuran / 0.5 h / 10 °C 2: 1.) Mg / 1.) THF, 40 - 50 deg C, 1 h, 2.) THF, 10 - 20 deg C, 1 h View Scheme

in tetrahydrofuran

1: 60 percent / Mg, Li2CuCl4 / tetrahydrofuran / 0.5 h / 10 °C 2: 1.) Mg / 1.) THF, 40 - 50 deg C, 1 h, 2.) THF, 10 - 20 deg C, 1 h 3: Na, ethylene glycol / toluene / 98 - 101 °C 4: 77 percent / p-toluenesulfonic acid / pyridine / Heating View Scheme