1: 67 percent / KMnO4 / acetone; H2O / 20 h / 50 °C 2: SOCl2 / 3 h / Heating 3: 1.) ethanol, Mg; / 1.) toluene, CCl4, reflux, 3 h, 2.) reflux, 3 h; 4: 100 percent / H2SO4 / aq. acetic acid / 7 h / Heating 5: 94 percent / H2 / palladium-carbon catalyst / methanol View Scheme

1: ammonium acetate; acetic acid / 1.5 h / 118 °C 2: silica gel; iron; acetic acid / 1 h / Reflux View Scheme

formic acid; hydroxylamine hydrochloride 2 h; Heating;

1: With boron tribromide in dichloromethane T=-50 - 20°C; 2: With water in dichloromethane 0.333333 h;

1: 78.2 percent / p-toluenesulfonic acid monohydrate / benzene / 48 h / Heating 2: 96.4 percent / H2, NaOAc / PtO2 / ethyl acetate / 24 h / 2585.7 Torr View Scheme

1: 96 percent / hydroxylamine hydrochloride, HCOOH / 2 h / Heating 2: 88 percent / Fe powder, glacial acetic acid / propan-2-ol / 0.08 h / Heating 3: 73 percent / NaHCO3 / CHCl3 / 2 h / Heating 4: 11 percent / diethyl ether; dioxane / 4 h / Heating View Scheme

1: 67 percent / KMnO4 / acetone; H2O / 20 h / 50 °C 2: SOCl2 / 3 h / Heating 3: 1.) ethanol, Mg; / 1.) toluene, CCl4, reflux, 3 h, 2.) reflux, 3 h; 4: 100 percent / H2SO4 / aq. acetic acid / 7 h / Heating View Scheme

1: 95 percent / boron tribromide / CH2Cl2 / Ambient temperature 2: 76 percent / sodium acetate / 1.5 h / 70 °C 3: 70 percent / KF, 18-crown-6, N-methylmorpholine / 21 h / 10 °C 4: 96 percent / silica gel, reduced iron powder, glacial AcOH / toluene / 0.5 h / 90 °C 5: 54 percent / Na2S2O4, aq. NaOH / dimethylformamide / 0.33 h / 5 °C View Scheme