hydrogen; palladium 10 on activated carbon in ethyl acetate P=2844.39 Torr; 1 h;

1.1: thionyl chloride / 0.17 h / -10 °C 1.2: 3 h / 20 °C 2.1: hydrogen / palladium 10 on activated carbon / ethyl acetate / 22 h / 20 °C View Scheme

1.1: sodium hydroxide; water / 1,4-dioxane / 2 h / 50 °C 1.2: pH 1 / Reflux 2.1: thionyl chloride / 0.17 h / -10 °C 2.2: 3 h / 20 °C 3.1: hydrogen / palladium 10 on activated carbon / ethyl acetate / 22 h / 20 °C View Scheme

1.1: potassium carbonate / acetonitrile / Reflux 2.1: sodium hydroxide; water / 1,4-dioxane / 2 h / 50 °C 2.2: pH 1 / Reflux 3.1: thionyl chloride / 0.17 h / -10 °C 3.2: 3 h / 20 °C 4.1: hydrogen / palladium 10 on activated carbon / ethyl acetate / 22 h / 20 °C View Scheme

1: With hydrogenchloride; chlorine; sodium nitrite in water; acetonitrile T=-5 - 0°C; 0.333333 h; Ice-salt bath; 2: With potassium thioxanthate in water; acetonitrile T=55°C; 0.5 h; 3: With chlorine in tetrachloromethane; water T=3 - 10°C;