hydrogen; palladium on activated charcoal in tetrahydrofuran; methanol P=12001 Torr;

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: SOCl2 / toluene / 2 h / 90 °C 2: 1 h / Heating 3: 85 percent / hydrogen / Pd on carbon (10percent) / methanol; tetrahydrofuran / 12001 Torr View Scheme

1: 1 h / Heating 2: 85 percent / hydrogen / Pd on carbon (10percent) / methanol; tetrahydrofuran / 12001 Torr View Scheme

1: 95 percent / 2 N NaOH / tetrahydrofuran; methanol / 24 h / Ambient temperature 2: SOCl2 / toluene / 2 h / 90 °C 3: 1 h / Heating 4: 85 percent / hydrogen / Pd on carbon (10percent) / methanol; tetrahydrofuran / 12001 Torr View Scheme

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