1: pyridine / 6 h / 0 °C 2: dimethylsulfoxide / 1) 0 deg C, 20 min; 2) rt, 1.5-2 h 3: 55 percent / conc. HCl / 4.5 h / Heating 4: 85 percent / LiAlH4 / diethyl ether / 5 h / Ambient temperature 5: 1.) TsCl, pyridine, 2.) LiBr / 1) 0 deg C; 2) DMF, rt View Scheme

1: 55 percent / conc. HCl / 4.5 h / Heating 2: 85 percent / LiAlH4 / diethyl ether / 5 h / Ambient temperature 3: 1.) TsCl, pyridine, 2.) LiBr / 1) 0 deg C; 2) DMF, rt View Scheme

1: 85 percent / LiAlH4 / diethyl ether / 5 h / Ambient temperature 2: 1.) TsCl, pyridine, 2.) LiBr / 1) 0 deg C; 2) DMF, rt View Scheme

pyridine; p-toluenesulfonyl chloride; lithium bromide 1) 0 deg C; 2) DMF, rt; Yield given. Multistep reaction;

potassium carbonate in cyclohexane; acetonitrile

in dichloromethane; water; acetonitrile