pyridinium chlorochromate in dichloromethane 3 h; Ambient temperature;

1: n-butyllithium / tetrahydrofuran; hexane / 4 h / -78 °C 2: hydrogen chloride / 1 h / Ambient temperature 3: 99 percent / hydrogen chloride / methanol; benzene / 0.5 h / Ambient temperature 4: 40.5 percent / xylene / 6 h / Heating 5: 50 percent / bis(triphenylphosphine)nickel dicarbonyl / bis-(2-methoxy-ethyl) ether / 12 h / Heating 6: 98 percent / lithium aluminum hydride / diethyl ether / 0.33 h / Ambient temperature 7: 81 percent / pyridinium chlorochromate / CH2Cl2 / 3 h / Ambient temperature View Scheme

1: hydrogen chloride / 1 h / Ambient temperature 2: 99 percent / hydrogen chloride / methanol; benzene / 0.5 h / Ambient temperature 3: 40.5 percent / xylene / 6 h / Heating 4: 50 percent / bis(triphenylphosphine)nickel dicarbonyl / bis-(2-methoxy-ethyl) ether / 12 h / Heating 5: 98 percent / lithium aluminum hydride / diethyl ether / 0.33 h / Ambient temperature 6: 81 percent / pyridinium chlorochromate / CH2Cl2 / 3 h / Ambient temperature View Scheme

1: 99 percent / hydrogen chloride / methanol; benzene / 0.5 h / Ambient temperature 2: 40.5 percent / xylene / 6 h / Heating 3: 50 percent / bis(triphenylphosphine)nickel dicarbonyl / bis-(2-methoxy-ethyl) ether / 12 h / Heating 4: 98 percent / lithium aluminum hydride / diethyl ether / 0.33 h / Ambient temperature 5: 81 percent / pyridinium chlorochromate / CH2Cl2 / 3 h / Ambient temperature View Scheme

1: 59 percent / hydrogen chloride / methanol; benzene / 0.5 h / Ambient temperature 2: n-butyllithium / tetrahydrofuran; hexane / 4 h / -78 °C 3: hydrogen chloride / 1 h / Ambient temperature 4: 99 percent / hydrogen chloride / methanol; benzene / 0.5 h / Ambient temperature 5: 40.5 percent / xylene / 6 h / Heating 6: 50 percent / bis(triphenylphosphine)nickel dicarbonyl / bis-(2-methoxy-ethyl) ether / 12 h / Heating 7: 98 percent / lithium aluminum hydride / diethyl ether / 0.33 h / Ambient temperature 8: 81 percent / pyridinium chlorochromate / CH2Cl2 / 3 h / Ambient temperature View Scheme

1: 98 percent / lithium aluminum hydride / diethyl ether / 0.33 h / Ambient temperature 2: 81 percent / pyridinium chlorochromate / CH2Cl2 / 3 h / Ambient temperature View Scheme

1: 40.5 percent / xylene / 6 h / Heating 2: 50 percent / bis(triphenylphosphine)nickel dicarbonyl / bis-(2-methoxy-ethyl) ether / 12 h / Heating 3: 98 percent / lithium aluminum hydride / diethyl ether / 0.33 h / Ambient temperature 4: 81 percent / pyridinium chlorochromate / CH2Cl2 / 3 h / Ambient temperature View Scheme

1: 50 percent / bis(triphenylphosphine)nickel dicarbonyl / bis-(2-methoxy-ethyl) ether / 12 h / Heating 2: 98 percent / lithium aluminum hydride / diethyl ether / 0.33 h / Ambient temperature 3: 81 percent / pyridinium chlorochromate / CH2Cl2 / 3 h / Ambient temperature View Scheme