1: 86 percent / NaOEt / toluene / 12 h / Ambient temperature 2: 76 percent / 15percent KOH / ethanol / 12 h / Ambient temperature 3: 78 percent / 2N aq. H2SO4 / tetrahydrofuran / 2 h / 40 °C View Scheme

1: 70 percent / 1.) r. t. overnight 2.) 3 h 50 deg C 2: 74 percent / PTS / benzene / 6 h / Heating 3: H2O / PTS / acetone / 24 h / Ambient temperature 4: 79 percent / diethyl ether / 1.) 8 h 2.) reflux 2 h View Scheme

1: 92 percent / LiAlH4 2: pyridine / 5 h / 0 °C 3: 5.805 g / 1.1M ethanolic NaOEt / 1 h / Heating View Scheme

1: 92 percent / LiAlH4 2: pyridine / 5 h / 0 °C 3: 5.805 g / 1.1M ethanolic NaOEt / 1 h / Heating 4: 83 percent / bis(trimethylsilyl) peroxide / benzene / 24 h / Heating View Scheme