1: 100 percent / LiAlH4 / diethyl ether / 16 h / Heating 2: 7.1 g / pyridine / 48 h / 0 °C View Scheme

1: 72 percent / conc. HCl, Zn / 1.) room temperature, 50 h, 2.) reflux, 50 min 2: 100 percent / LiAlH4 / diethyl ether / 16 h / Heating 3: 7.1 g / pyridine / 48 h / 0 °C View Scheme

in pyridine T=0°C; 48 h;

lithium bromide in acetone Substitution; 36 h; Heating;