1: With diazomethyl-trimethyl-silane in tetrahydrofuran; methanol; diethyl ether T=20°C; 18 h; 2: With lithium aluminium tetrahydride in tetrahydrofuran T=0 - 20°C; 2 h; 3: With sodium hydroxide; water in tetrahydrofuran 0.5 h;

lithium aluminium tetrahydride in tetrahydrofuran 24 h; Heating;

1: 49 percent / 12 M hydrochloric acid / ethanol / 24 h / Heating 2: 55 percent / lithium aluminum hydride / tetrahydrofuran / 24 h / Heating View Scheme

1: 1.) sodium pellets / 1.) toluene, room temp., 3 days, 2.) toluene, 0 deg C, 1 h then room temp., 1 day 2: 49 percent / 12 M hydrochloric acid / ethanol / 24 h / Heating 3: 55 percent / lithium aluminum hydride / tetrahydrofuran / 24 h / Heating View Scheme