in methanol T=90°C; 20 h;

1: 83 percent / H2 / Ru/C / ethanol / 18 h / 120 °C / 75005.9 Torr 2: 93.5 percent / CrO3, H2SO4 / acetone; H2O / 5 - 10 °C 3: Br2 / diethyl ether / 5 °C 4: 53 percent / dimethylformamide / 16 h / Ambient temperature 5: 95 percent / LiAlH4 / diethyl ether / 35 h / Ambient temperature 6: 75 percent / pyridine / 16 h 7: 77 percent / methanol / 20 h / 90 °C View Scheme

1: Br2 / diethyl ether / 5 °C 2: 53 percent / dimethylformamide / 16 h / Ambient temperature 3: 95 percent / LiAlH4 / diethyl ether / 35 h / Ambient temperature 4: 75 percent / pyridine / 16 h 5: 77 percent / methanol / 20 h / 90 °C View Scheme

1: 93.5 percent / CrO3, H2SO4 / acetone; H2O / 5 - 10 °C 2: Br2 / diethyl ether / 5 °C 3: 53 percent / dimethylformamide / 16 h / Ambient temperature 4: 95 percent / LiAlH4 / diethyl ether / 35 h / Ambient temperature 5: 75 percent / pyridine / 16 h 6: 77 percent / methanol / 20 h / 90 °C View Scheme

1: 53 percent / dimethylformamide / 16 h / Ambient temperature 2: 95 percent / LiAlH4 / diethyl ether / 35 h / Ambient temperature 3: 75 percent / pyridine / 16 h 4: 77 percent / methanol / 20 h / 90 °C View Scheme

1: 95 percent / LiAlH4 / diethyl ether / 35 h / Ambient temperature 2: 75 percent / pyridine / 16 h 3: 77 percent / methanol / 20 h / 90 °C View Scheme

1: 75 percent / pyridine / 16 h 2: 77 percent / methanol / 20 h / 90 °C View Scheme