methanesulfonyl chloride; triethylamine in dichloromethane T=0°C; 0.166667 h;

water; pyridinium p-toluenesulfonate in acetone T=50°C; Yield given. Yields of byproduct given;

1: 96 percent / PPTS / toluene / 1.5 h / Heating 2: 71 percent / DIBALH / diethyl ether / 0.5 h / 0 °C 3: 1.) PBr3, 3.) PPTS 4: 60 percent / LiAlH4 / diethyl ether / 0.5 h / 0 °C 5: PPTS, H2O / acetone / 50 °C View Scheme

1: 71 percent / DIBALH / diethyl ether / 0.5 h / 0 °C 2: 1.) PBr3, 3.) PPTS 3: 60 percent / LiAlH4 / diethyl ether / 0.5 h / 0 °C 4: PPTS, H2O / acetone / 50 °C View Scheme