hydrogenchloride 2 h; Heating;

1: PCl5 2: 86 percent / BuLi 3: tetrahydrofuran / Ambient temperature 4: tetrahydrofuran / 1 h 5: 62 percent / K2CO3 / dimethylformamide / 1.5 h / 150 °C 6: 43 percent / HMPA, PdCl2(PPh3)2 / tetrahydrofuran / 24 h / Heating 7: 76 percent / NaH / tetrahydrofuran 8: 62 percent / Raney nickel / ethanol / 0.25 h / Heating 9: 75 percent / 1 M aq. HCl / 2 h / Heating View Scheme

1: 76 percent / NaH / tetrahydrofuran 2: 62 percent / Raney nickel / ethanol / 0.25 h / Heating 3: 75 percent / 1 M aq. HCl / 2 h / Heating View Scheme

1: 86 percent / BuLi 2: tetrahydrofuran / Ambient temperature 3: tetrahydrofuran / 1 h 4: 62 percent / K2CO3 / dimethylformamide / 1.5 h / 150 °C 5: 43 percent / HMPA, PdCl2(PPh3)2 / tetrahydrofuran / 24 h / Heating 6: 76 percent / NaH / tetrahydrofuran 7: 62 percent / Raney nickel / ethanol / 0.25 h / Heating 8: 75 percent / 1 M aq. HCl / 2 h / Heating View Scheme

1: tetrahydrofuran / Ambient temperature 2: tetrahydrofuran / 1 h 3: 62 percent / K2CO3 / dimethylformamide / 1.5 h / 150 °C 4: 43 percent / HMPA, PdCl2(PPh3)2 / tetrahydrofuran / 24 h / Heating 5: 76 percent / NaH / tetrahydrofuran 6: 62 percent / Raney nickel / ethanol / 0.25 h / Heating 7: 75 percent / 1 M aq. HCl / 2 h / Heating View Scheme

1: tetrahydrofuran / 1 h 2: 62 percent / K2CO3 / dimethylformamide / 1.5 h / 150 °C 3: 43 percent / HMPA, PdCl2(PPh3)2 / tetrahydrofuran / 24 h / Heating 4: 76 percent / NaH / tetrahydrofuran 5: 62 percent / Raney nickel / ethanol / 0.25 h / Heating 6: 75 percent / 1 M aq. HCl / 2 h / Heating View Scheme

1: 48 percent / Raney nickel / ethanol / 0.25 h / Heating 2: 75 percent / 1 M aq. HCl / 2 h / Heating View Scheme