1: 67 percent / W73 Raney nickel / ethanol; H2O; toluene / 4.5 h / Ambient temperature 2: 53 percent / CSI / CH2Cl2; acetonitrile / 2.5 h / -42 °C 3: 97 percent / iodic acid/iodine, conc. sulfuric acid / CCl4; H2O; acetic acid / 24 h / Ambient temperature 4: 99.5 percent / NaOH, tetrabutylammonium hydrogen sulfate / CH2Cl2 / 2 h / 0 °C 5: 31.2 percent / triethylamine, palladium(II) acetate / acetonitrile / 0.67 h / 99 - 100 °C 6: 91.5 percent / NaOH, tetrabutylammonium hydrogen sulfate / CH2Cl2 / 2 h / 0 °C 7: hydrogen / PtO2 / 6 h / Ambient temperature 8: potassium hydroxide / aq. acetic acid / 4 h / 0 °C View Scheme

1: palladium 10 on activated carbon / 1,4-dioxane; water 2: sodium hydroxide / methanol; water View Scheme

sodium hydroxide Ambient temperatureovernight;