hydrogen; palladium hydroxide on carbon in ethanol T=20°C; 18 h;

1.1: sodium; pentan-1-ol / 2 h / Reflux 2.1: sodium carbonate / dichloromethane; water / 2 h / 0 - 20 °C 3.1: phosphorus pentachloride / dichloromethane / 2 h / 10 - 20 °C / Cooling with ice 3.2: 10 - 20 °C 3.3: pH 12 / Cooling with ice 4.1: ammonium formate / palladium 10 on activated carbon / ethanol / 12 h / Reflux; Inert atmosphere View Scheme

1.1: hydrogenchloride; water / 1 h / Reflux 1.2: 6 h / 0 - 50 °C 1.3: pH 12 2.1: hydroxylamine hydrochloride; pyridine / ethanol / 18 h / Reflux 3.1: sodium; pentan-1-ol / 2 h / Reflux 4.1: sodium carbonate / dichloromethane; water / 2 h / 0 - 20 °C 5.1: phosphorus pentachloride / dichloromethane / 2 h / 10 - 20 °C / Cooling with ice 5.2: 10 - 20 °C 5.3: pH 12 / Cooling with ice 6.1: ammonium formate / palladium 10 on activated carbon / ethanol / 12 h / Reflux; Inert atmosphere View Scheme

1.1: hydroxylamine hydrochloride; pyridine / ethanol / 18 h / Reflux 2.1: sodium; pentan-1-ol / 2 h / Reflux 3.1: sodium carbonate / dichloromethane; water / 2 h / 0 - 20 °C 4.1: phosphorus pentachloride / dichloromethane / 2 h / 10 - 20 °C / Cooling with ice 4.2: 10 - 20 °C 4.3: pH 12 / Cooling with ice 5.1: ammonium formate / palladium 10 on activated carbon / ethanol / 12 h / Reflux; Inert atmosphere View Scheme

1.1: sodium carbonate / dichloromethane; water / 2 h / 0 - 20 °C 2.1: phosphorus pentachloride / dichloromethane / 2 h / 10 - 20 °C / Cooling with ice 2.2: 10 - 20 °C 2.3: pH 12 / Cooling with ice 3.1: ammonium formate / palladium 10 on activated carbon / ethanol / 12 h / Reflux; Inert atmosphere View Scheme

1.1: phosphorus pentachloride / dichloromethane / 2 h / 10 - 20 °C / Cooling with ice 1.2: 10 - 20 °C 1.3: pH 12 / Cooling with ice 2.1: ammonium formate / palladium 10 on activated carbon / ethanol / 12 h / Reflux; Inert atmosphere View Scheme

sodium tris(acetoxy)borohydride in dichloromethane

1: With acetic acid in 1,2-dichloro-ethane T=20°C; 12 h; 2: With sodium tris(acetoxy)borohydride in 1,2-dichloro-ethane T=20°C; 12 h; Further stages.;