dimethylsulfide borane complex in tetrahydrofuran T=-78 - 20°C; 0.5 h; Cooling with acetone-dry ice;

hydrogen; palladium 10 on activated carbon in methanol; water T=20°C; P=760.051 Torr; 1 h;

hydrogenchloride; water in tetrahydrofuran T=55°C; 2 h;

1: toluene-4-sulfonic acid / benzene / 3 h / |Dean-Stark; |Reflux 2: lithium aluminium tetrahydride / diethyl ether / 3 h / 20 °C / |Inert atmosphere; |Reflux 3: hydrogenchloride; water / tetrahydrofuran / 2 h / 55 °C View Scheme

palladium