sodium dithionite in tetrahydrofuran; methanol; water 0.0833333 h; Heating;

1: H2SO4; KNO3 / 16 h / 70 - 80 °C 2: H2 / Pd/C / ethanol / 23 h / 760 Torr View Scheme

1: 68 percent / NaOH, O2 / ethanol / 2.5 h 2: 17 percent / KNO3, concd H2SO4 / 12 h / 100 °C 3: 73 percent / sodium dithionite / methanol; tetrahydrofuran; H2O / 0.08 h / Heating View Scheme

1: hydrazine, acetic acid / dioxane / 3 h / 100 °C 2: 68 percent / NaOH, O2 / ethanol / 2.5 h 3: 17 percent / KNO3, concd H2SO4 / 12 h / 100 °C 4: 73 percent / sodium dithionite / methanol; tetrahydrofuran; H2O / 0.08 h / Heating View Scheme