lithium aluminium tetrahydride in tetrahydrofuran; diethyl ether T=23°C; 3 h;

1: 78 percent / LAH / tetrahydrofuran; diethyl ether / 3 h / 23 °C 2: 1.) acetic acid, NaNO2 / 1.) H2O, 0 deg C, 2.) 22 deg C, 18 h 3: 1.) phenylselenyl chloride, 2.) H2O2 / 1.) ethyl acetate, 23 deg C, 3 h, 2.) 1 h 4: 100 percent / LiAlH4 / diethyl ether; tetrahydrofuran / 0.75 h / 0 °C 5: 87 percent / NH3, Li / tetrahydrofuran / 0.75 h / -78 °C 6: HCl / H2O; methanol / 0.33 h / Heating View Scheme