1: pyridine; sulfuryl chloride / CCl4 / 0.5 h / 0 °C 2: sodium carbonate / 0.5 h / -20 °C View Scheme

1: 76 percent / diisobutyl aluminum hydride / hexane; diethyl ether / 2 h / Heating 2: sulfuryl chloride / CCl4 / 1 h / 0 °C 3: 42 percent / CuCl2, CuO, H2O / acetone / 1 h / Heating View Scheme

1: pyridine; sulfuryl chloride / CCl4 / 1 h / 0 °C 2: sodium carbonate / 1 h / -20 °C 3: Jones reagent / acetone / 24 h / 20 °C View Scheme