hydrogen; palladium 10 on activated carbon in methanol P=2068.65 Torr; 0.25 h;

1: With potassium hydroxide in ethanol T=20°C; Heating / reflux; 2: With hydrogenchloride in water

potassium hydroxide in methanol T=20°C; 12 h; Inert atmosphere;

hydrogen; palladium on activated charcoal in ethyl acetate P=2585.74 Torr; 12 h;

1: Dess-Martin periodinane / CH2Cl2 2: benzene / 8 h 3: 89 percent / H2 / Pd/C / ethyl acetate / 12 h / 2585.74 Torr View Scheme

1: benzene / 8 h 2: 89 percent / H2 / Pd/C / ethyl acetate / 12 h / 2585.74 Torr View Scheme

1.1: sulfuric acid / 3 h / 80 °C 2.1: lithium aluminium tetrahydride / tetrahydrofuran / 1.25 h / 0 - 20 °C 3.1: pyridinium chlorochromate / dichloromethane / 1 h / 20 °C 4.1: sodium hydride / tetrahydrofuran / 0.25 h / 0 °C 4.2: 1 h / 0 - 5 °C 5.1: sodium hydroxide; water / methanol / 2 h / 70 °C 5.2: 0.5 h / 4 °C / pH 2 6.1: hydrogen / palladium 10 on activated carbon / methanol / 0.25 h / 2068.65 Torr View Scheme

1.1: sulfuric acid / 0 - 10 °C 2.1: sulfuric acid / 3 h / 80 °C 3.1: lithium aluminium tetrahydride / tetrahydrofuran / 1.25 h / 0 - 20 °C 4.1: pyridinium chlorochromate / dichloromethane / 1 h / 20 °C 5.1: sodium hydride / tetrahydrofuran / 0.25 h / 0 °C 5.2: 1 h / 0 - 5 °C 6.1: sodium hydroxide; water / methanol / 2 h / 70 °C 6.2: 0.5 h / 4 °C / pH 2 7.1: hydrogen / palladium 10 on activated carbon / methanol / 0.25 h / 2068.65 Torr View Scheme

1.1: lithium aluminium tetrahydride / tetrahydrofuran / 1.25 h / 0 - 20 °C 2.1: pyridinium chlorochromate / dichloromethane / 1 h / 20 °C 3.1: sodium hydride / tetrahydrofuran / 0.25 h / 0 °C 3.2: 1 h / 0 - 5 °C 4.1: sodium hydroxide; water / methanol / 2 h / 70 °C 4.2: 0.5 h / 4 °C / pH 2 5.1: hydrogen / palladium 10 on activated carbon / methanol / 0.25 h / 2068.65 Torr View Scheme

1.1: sodium hydroxide; water / methanol / 2 h / 70 °C 1.2: 0.5 h / 4 °C / pH 2 2.1: hydrogen / palladium 10 on activated carbon / methanol / 0.25 h / 2068.65 Torr View Scheme