hydrogen; palladium(II) oxide hydrate in methanol T=20°C; P=2585.81 Torr; 10 h;

1: 3-chloro-benzenecarboperoxoic acid / chloroform / 6 h / 20 °C 2: hydrogenchloride; water / methanol / 10 h 3: lithium borohydride / tetrahydrofuran / 24 h 4: hydrogenchloride / methanol; water / 6 h / Reflux 5: acetic acid / dichloromethane; 2,2,2-trifluoroethanol / 9 h / -10 °C / Molecular sieve 6: hydrogen; palladium(II) oxide hydrate / methanol / 12 h / 2585.81 Torr View Scheme

1: lithium borohydride / tetrahydrofuran / 24 h 2: hydrogenchloride / methanol; water / 6 h / Reflux 3: acetic acid / dichloromethane; 2,2,2-trifluoroethanol / 9 h / -10 °C / Molecular sieve 4: hydrogen; palladium(II) oxide hydrate / methanol / 12 h / 2585.81 Torr View Scheme

1: hydrogenchloride / methanol; water / 6 h / Reflux 2: acetic acid / dichloromethane; 2,2,2-trifluoroethanol / 9 h / -10 °C / Molecular sieve 3: hydrogen; palladium(II) oxide hydrate / methanol / 12 h / 2585.81 Torr View Scheme

1: acetic acid / dichloromethane; 2,2,2-trifluoroethanol / 9 h / -10 °C / Molecular sieve 2: hydrogen; palladium(II) oxide hydrate / methanol / 12 h / 2585.81 Torr View Scheme