hydrogen; Pd-BaSO4 in pyridine T=20°C; Hydrogenation;

1: pyridinium toluene-p-sulphonate / methanol / 18 h / 55 °C 2: 89 percent / H2 / palladized barium sulphate (5percent) / pyridine / 2 h View Scheme

sodium in diethyl ether Title compound not separated from byproducts;

1: 82 percent / pyridine / CHCl3 / 6 h / 0 °C 2: 100 percent / NaI / acetone / 48 h / 25 °C 3: 96 percent / acetonitrile / 48 h / Heating 4: 1) BuLi 2) HMPA / 1) THF, -78 deg C, 0.5 h, 2) THF, -78 deg C, 2 h 5: 100 percent / LiAlH4 / tetrahydrofuran / 0.17 h / 25 °C 6: 100 percent / 1percent aq. FeCl3 / benzene / 0.25 h View Scheme