in methanol T=20 - 22°C;

lithium aluminium tetrahydride in tetrahydrofuran 2 h; Heating;

in benzene Irradiation; Title compound not separated from byproducts;

1: PbO2 / 20 - 22 °C 2: 96 percent / H2SO4 / methanol 3: 5.50 mg / NaBH4 / ethanol / 3 h / 0 °C 4: 4.9 mg / NaOH; NaHSO3 / ethanol / 4 h / 70 - 80 °C View Scheme

sodium hydroxide in water; acetone 2 h; Ambient temperature;

1.1: PbO2 / 20 - 22 °C 2.1: 96 percent / H2SO4 / methanol 3.1: 5.50 mg / NaBH4 / ethanol / 3 h / 0 °C 4.1: 4.9 mg / NaOH; NaHSO3 / ethanol / 4 h / 70 - 80 °C 5.1: 74 percent / HBr; AcOH / 16 h / 20 °C 6.1: Li; NH3 / tetrahydrofuran; H2O / 0.75 h / -78 - -33 °C 6.2: 76 percent / tetrahydrofuran; H2O / 2 h / Heating 7.1: 98 percent / KOtBu / toluene / 4 h / Heating 8.1: 100 percent / HCl / tetrahydrofuran / 12 h / 20 °C 9.1: 89 percent / H2; Et3N / 10percent Pd/C / methanol / 12 h / 20 °C 10.1: 98 percent / KOtBu / toluene / 3 h / Heating 11.1: 4 percent / AgO; HNO3 / dioxane / 20 °C View Scheme

1: PbO2 / 20 - 22 °C 2: 96 percent / H2SO4 / methanol View Scheme

1: PbO2 / 20 - 22 °C 2: 96 percent / H2SO4 / methanol 3: 5.50 mg / NaBH4 / ethanol / 3 h / 0 °C View Scheme

1.1: PbO2 / 20 - 22 °C 2.1: 96 percent / H2SO4 / methanol 3.1: 5.50 mg / NaBH4 / ethanol / 3 h / 0 °C 4.1: 4.9 mg / NaOH; NaHSO3 / ethanol / 4 h / 70 - 80 °C 5.1: 74 percent / HBr; AcOH / 16 h / 20 °C 6.1: Li; NH3 / tetrahydrofuran; H2O / 0.75 h / -78 - -33 °C 6.2: 76 percent / tetrahydrofuran; H2O / 2 h / Heating 7.1: 98 percent / KOtBu / toluene / 4 h / Heating 8.1: 100 percent / HCl / tetrahydrofuran / 12 h / 20 °C 9.1: 89 percent / H2; Et3N / 10percent Pd/C / methanol / 12 h / 20 °C 10.1: 98 percent / KOtBu / toluene / 3 h / Heating 11.1: 26 percent / AgO; HNO3 / dioxane / 20 °C View Scheme

lead dioxide T=20 - 22°C;