1: NaBH4 / aq. ethanol / 2 h / Ambient temperature 2: 91 percent / Hg(OAc)2 / 12 h / Heating 3: 88 percent / 2 h / 200 °C 4: 86 percent / NaOEt / toluene / 12 h / Ambient temperature 5: 76 percent / 15percent KOH / ethanol / 12 h / Ambient temperature 6: 78 percent / 2N aq. H2SO4 / tetrahydrofuran / 2 h / 40 °C View Scheme

1: 75 percent / LAH / diethyl ether 2: 50 percent / mercuric acetate / 10 h / Heating 3: 0.5 h / 185 - 190 °C 4: 70 percent / 1.) r. t. overnight 2.) 3 h 50 deg C 5: 74 percent / PTS / benzene / 6 h / Heating 6: H2O / PTS / acetone / 24 h / Ambient temperature 7: 79 percent / diethyl ether / 1.) 8 h 2.) reflux 2 h View Scheme

1: NaBH4 / aq. ethanol / 2 h / Ambient temperature 2: 91 percent / Hg(OAc)2 / 12 h / Heating View Scheme