1: 100 percent / KOEt / diethyl ether / 20 h / Heating 2: 61 percent / iron powder / acetic acid / 3 h / 80 - 90 °C 3: 95 percent / 2 N NaOH / tetrahydrofuran; methanol / 24 h / Ambient temperature 4: 68 percent / 6 N HCl / methanol / 3 h / Heating 5: 75 percent / hydrogen / Pd on carbon (10percent) / methanol; tetrahydrofuran / 12001 Torr View Scheme

1: 100 percent / KOEt / diethyl ether / 20 h / Heating 2: 61 percent / iron powder / acetic acid / 3 h / 80 - 90 °C 3: 80 percent / hydrogen / Pd on carbon (10percent) / methanol; tetrahydrofuran / 12001 Torr View Scheme

1: 100 percent / KOEt / diethyl ether / 20 h / Heating 2: 61 percent / iron powder / acetic acid / 3 h / 80 - 90 °C 3: 95 percent / 2 N NaOH / tetrahydrofuran; methanol / 24 h / Ambient temperature 4: SOCl2 / toluene / 2 h / 90 °C 5: 1 h / Heating 6: 85 percent / hydrogen / Pd on carbon (10percent) / methanol; tetrahydrofuran / 12001 Torr View Scheme

1: With potassium tert-butylate in diethyl ether 22 h; Reflux; 2: With iron in acetic acid T=80°C; 17 h;

iron in (2S)-N-methyl-1-phenylpropan-2-amine hydrate; diethyl ether; ethanol

1: 100 percent / KOEt / diethyl ether / 20 h / Heating 2: 61 percent / iron powder / acetic acid / 3 h / 80 - 90 °C View Scheme

1: 100 percent / KOEt / diethyl ether / 20 h / Heating 2: 61 percent / iron powder / acetic acid / 3 h / 80 - 90 °C 3: 95 percent / 2 N NaOH / tetrahydrofuran; methanol / 24 h / Ambient temperature View Scheme

1: 100 percent / KOEt / diethyl ether / 20 h / Heating 2: 61 percent / iron powder / acetic acid / 3 h / 80 - 90 °C 3: 95 percent / 2 N NaOH / tetrahydrofuran; methanol / 24 h / Ambient temperature 4: SOCl2 / toluene / 2 h / 90 °C View Scheme

1: 100 percent / KOEt / diethyl ether / 20 h / Heating 2: 61 percent / iron powder / acetic acid / 3 h / 80 - 90 °C 3: 95 percent / 2 N NaOH / tetrahydrofuran; methanol / 24 h / Ambient temperature 4: SOCl2 / toluene / 2 h / 90 °C 5: 1 h / Heating View Scheme