in acetic anhydride; acetic acid 4 h; Ambient temperature;

1: 96 percent / lithium aluminum hydride / diethyl ether / 2 h / Heating 2: 100 percent / diethyl ether; pyridine / 2 h / Heating 3: PPA, phosphorus pentoxide / toluene / 24 h / Heating 4: 85 percent / ammonia / ethane-1,2-diol; ethanol / Ambient temperature; overnight 5: 81 percent / borane/dimethyl sulfide / tetrahydrofuran / 4 h / Heating 6: 82 percent / sodium acetate / H2O / 1 h / Ambient temperature View Scheme

lithium aluminium tetrahydride in diethyl ether 2 h; Heating;

1: 96 percent / lithium aluminum hydride / diethyl ether / 2 h / Heating 2: 100 percent / diethyl ether; pyridine / 2 h / Heating View Scheme

1: 96 percent / lithium aluminum hydride / diethyl ether / 2 h / Heating 2: 100 percent / diethyl ether; pyridine / 2 h / Heating 3: PPA, phosphorus pentoxide / toluene / 24 h / Heating View Scheme

1: 96 percent / lithium aluminum hydride / diethyl ether / 2 h / Heating 2: 100 percent / diethyl ether; pyridine / 2 h / Heating 3: 5 percent / PPA, phosphorus pentoxide / toluene / 24 h / Heating View Scheme

1: 96 percent / lithium aluminum hydride / diethyl ether / 2 h / Heating 2: 100 percent / diethyl ether; pyridine / 2 h / Heating 3: PPA, phosphorus pentoxide / toluene / 24 h / Heating View Scheme

1: 96 percent / lithium aluminum hydride / diethyl ether / 2 h / Heating 2: 100 percent / diethyl ether; pyridine / 2 h / Heating 3: 2.5 percent / PPA, phosphorus pentoxide / toluene / 24 h / Heating View Scheme

1: 96 percent / lithium aluminum hydride / diethyl ether / 2 h / Heating 2: 100 percent / diethyl ether; pyridine / 2 h / Heating 3: PPA, phosphorus pentoxide / toluene / 24 h / Heating 4: 85 percent / ammonia / ethane-1,2-diol; ethanol / Ambient temperature; overnight View Scheme

1: 96 percent / lithium aluminum hydride / diethyl ether / 2 h / Heating 2: 100 percent / diethyl ether; pyridine / 2 h / Heating 3: PPA, phosphorus pentoxide / toluene / 24 h / Heating 4: 0.5 g / ammonia / ethane-1,2-diol; ethanol / Ambient temperature; overnight View Scheme