1: 66 percent / benzene / Heating 2: 89 percent / triethylamine / benzene / Heating 3: 90 percent / NaCl / dimethylsulfoxide; H2O / 170 - 180 °C 4: 96 percent / NaBH4 / methanol / 0.5 h 5: 73 percent / pyridine 6: 98 percent / NaI / acetone / 16 h / Heating 7: 70 percent / dimethylformamide / 48 h / Ambient temperature 8: 47 percent / K2S2O8, Na2HPO4*2H2O / acetonitrile; H2O / 4 h / Heating View Scheme

hydrogen; palladium on activated charcoal in ethanol Ambient temperature;

1: NaBH4 / dioxane / 72 h / Ambient temperature 2: 81 percent / Ambient temperature 3: 97 percent / H2 / 8percent Pd/C / ethanol / Ambient temperature View Scheme

1: 81 percent / Ambient temperature 2: 97 percent / H2 / 8percent Pd/C / ethanol / Ambient temperature View Scheme

1: p-toluenesulphonic acid / toluene / 8 h / Heating 2: NaBH4 / dioxane / 72 h / Ambient temperature 3: 81 percent / Ambient temperature 4: 97 percent / H2 / 8percent Pd/C / ethanol / Ambient temperature View Scheme

Yield given. Multistep reaction;