lithium aluminium tetrahydride in tetrahydrofuran 12 h; Ambient temperature;

lithium aluminium tetrahydride in tetrahydrofuran 12 h; Ambient temperature;

With  hydrogen; triethylamine; palladium on activated charcoal in  ethyl acetate P=2068.6 Torr; 12.5 h;  Ambient temperature;   

Multi-step reaction with 3 steps 1: 100 percent / diethyl ether / 1.) -10 deg C, 0.5 h 2.) RT, 10 h2: 100 percent / toluene / 12 h / Heating3: 90 percent / triethylamine, H2 / 10percent Pd/C / ethyl acetate / 12.5 h / 2068.6 Torr / Ambient temperature