1: With n-Pentyl nitrite; potassium acetate; acetic anhydride in chloroform T=60°C; 16 h; 2: With sodium hydroxide; ethanol; water 16 h;

hydrogen; palladium 10 on activated carbon in ethanol P=1551.49 Torr; 3 h;

palladium on charcoal in ethanol

1.1: sodium hydride / N,N-dimethyl-formamide / 1 h / Large scale reaction 1.2: 1.5 h / Large scale reaction 2.1: hydrogenchloride / diethyl ether; ethanol / 72 h / 20 °C 3.1: palladium 10 on activated carbon; hydrogen / ethanol / 16 h / 20 °C / 2250.23 Torr View Scheme

1.1: sulfuric acid; nitric acid / 3 h / 60 - 70 °C / Inert atmosphere 2.1: N,N-dimethyl-formamide; trichlorophosphate / toluene / 2 h / Inert atmosphere; Reflux 3.1: sodium hydride / N,N-dimethyl-formamide / 1 h / Large scale reaction 3.2: 1.5 h / Large scale reaction 4.1: hydrogenchloride / diethyl ether; ethanol / 72 h / 20 °C 5.1: palladium 10 on activated carbon; hydrogen / ethanol / 16 h / 20 °C / 2250.23 Torr View Scheme

1.1: N,N-dimethyl-formamide; trichlorophosphate / toluene / 2 h / Inert atmosphere; Reflux 2.1: sodium hydride / N,N-dimethyl-formamide / 1 h / Large scale reaction 2.2: 1.5 h / Large scale reaction 3.1: hydrogenchloride / diethyl ether; ethanol / 72 h / 20 °C 4.1: palladium 10 on activated carbon; hydrogen / ethanol / 16 h / 20 °C / 2250.23 Torr View Scheme

1: hydrogenchloride / diethyl ether; ethanol / 72 h / 20 °C 2: palladium 10 on activated carbon; hydrogen / ethanol / 16 h / 20 °C / 2250.23 Torr View Scheme

1: trifluoroacetic acid / dichloromethane / 14 h / 60 °C 2: palladium 10 on activated carbon; hydrogen / methanol / 16 h / 20 °C / 760.05 Torr View Scheme