lithium aluminium tetrahydride in diethyl ether 0.166667 h;

1: 1.) butyllithium, 2.) iodine / 1.) THF, hexane, -65 deg C, 2.) -78 deg C 2: 1.) sodium hydride / 1.) THF, r.t., 2.) 25 deg C 3: 86 percent / 10 percent aq. HCl / methanol / 36 h / Ambient temperature 4: 60 percent / LiAlH4 / diethyl ether / 0.17 h View Scheme

1: 1.) sodium hydride / 1.) THF, r.t., 2.) 25 deg C 2: 86 percent / 10 percent aq. HCl / methanol / 36 h / Ambient temperature 3: 60 percent / LiAlH4 / diethyl ether / 0.17 h View Scheme

1: 86 percent / 10 percent aq. HCl / methanol / 36 h / Ambient temperature 2: 60 percent / LiAlH4 / diethyl ether / 0.17 h View Scheme

sodium hydroxide