1.1: 96 percent / H2SO4 / 4 h / Heating 2.1: 97 percent / ZnI2 / toluene; acetonitrile / 5 h / 50 °C 3.1: TsOH*H2O; hydrogen / Pearlman's catalyst Pd(OH)2/C/H2O / methanol / 24 h / 50 °C / 2585.74 Torr 3.2: 51 percent / NaOtBu / methanol / 2 h / Heating View Scheme

1: 96 percent / H2SO4 / 4 h / Heating 2: 97 percent / ZnI2 / toluene; acetonitrile / 5 h / 50 °C 3: 89 percent / TsOH*H2O; hydrogen / Pearlman's catalyst Pd(OH)2/C/H2O / methanol / 24 h / 50 °C / 2585.74 Torr View Scheme

hydrogen; palladium on activated charcoal in methanol T=20°C; P=2844.39 Torr; 18 h;

1: 92 percent / p-TsOH / 5 h / Heating 2: 87 percent / trimethyl orthoformate, p-TsOH / benzene / 4 h / Heating 3: 85 percent / LiAlH4 / diethyl ether; benzene / 8 h / Heating 4: 82 percent / CBr4, Ph3P / CH2Cl2 / 20 h / Heating View Scheme

1: H2 / Pd/C 2: LiAlH4 View Scheme

1: H2 / Pd/C / ethanol / 24 h / 2327.17 Torr 2: SOCl2 / CH2Cl2 / 0.75 h 3: 2.05 g / CH2Cl2 / 3 h View Scheme

sulfuric acid 4 h; Heating;

sulfuric acid in methanol

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

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