ammonium acetate; sodium cyanoborohydride in methanol 18 h;

ethanol; ammonia T=160°C;

1.1: 100 percent / thionyl chloride / 2 h 2.1: CuI / diethyl ether; petroleum ether / 0.08 h / cooling 2.2: 79 percent / diethyl ether; petroleum ether / 0.5 h / -78 °C 3.1: 72 percent / NaBH3CN; NH4OAc / methanol / 18 h View Scheme

1.1: CuI / diethyl ether; petroleum ether / 0.08 h / cooling 1.2: 79 percent / diethyl ether; petroleum ether / 0.5 h / -78 °C 2.1: 72 percent / NaBH3CN; NH4OAc / methanol / 18 h View Scheme

1: FeCl3 / -21 - -16 °C 2: ethanol; ammonia / 160 °C View Scheme