lithium triethylborohydride in tetrahydrofuran 2 h; Ambient temperature;

1: 72 percent / H2 / 5percent Pd/C / acetic acid / 24 h / 60 °C / 2844.3 - 3102.9 Torr 2: 98 percent / diethyl ether 3: HCl / diethyl ether / 15 h / Ambient temperature 4: 58 percent / 10percent Pd/C / 12 h / 280 - 290 °C 5: LAH/AlCl3 View Scheme

1: 98 percent / diethyl ether 2: HCl / diethyl ether / 15 h / Ambient temperature 3: 58 percent / 10percent Pd/C / 12 h / 280 - 290 °C 4: LAH/AlCl3 View Scheme

1: 58 percent / 10percent Pd/C / 12 h / 280 - 290 °C 2: LAH/AlCl3 View Scheme

1: HCl / diethyl ether / 15 h / Ambient temperature 2: 58 percent / 10percent Pd/C / 12 h / 280 - 290 °C 3: LAH/AlCl3 View Scheme

1: 1.) diisobutylaluminium hydride (DIBAH), 2.) H2O / 1.) a) benzene, room temp., 2 h, b) 50 deg C, 0.5 h, 2.) benzene, 0 deg C 2: 95 percent / conc. HCl / hexane / 0.5 h / Ambient temperature 3: 97 percent / lithium triethylborohydride / tetrahydrofuran / 2 h / Ambient temperature View Scheme

1: 95 percent / conc. HCl / hexane / 0.5 h / Ambient temperature 2: 97 percent / lithium triethylborohydride / tetrahydrofuran / 2 h / Ambient temperature View Scheme

lithium aluminium tetrahydride; aluminium trichloride