sodium methylate in methanol 2 h; Heating;

1: 42 percent / Dowex 50-X4 (H+) / H2O / 15 h / Ambient temperature 2: 31 percent / 0.2 N NaOH, H2 / Raney nickel / 108 h / 2.8 Kg/cm2 View Scheme

sodium hydroxide; hydrogen; nickel 108 h; 2.8 Kg/cm2;

hydrogen; palladium on activated charcoal in ethanol 3 h;

1: N2H4*H2O / Heating 2: H2 / Raney-Ni / aq. ethanol / Heating View Scheme

1: 66.5 percent / toluene-p-sulphonic acid / CH2Cl2 / 3 h 2: 71 percent / hydrogen peroxide, aq. potassium carbonate / dioxane / 1 h 3: 1.) methanolic ammonia, 2.) toluene-p-sulphonic acid / 1.) 6 h, room temperature 4: 83 percent / H2 / palladium-charcoal / ethanol / 3 h View Scheme

1: 71 percent / hydrogen peroxide, aq. potassium carbonate / dioxane / 1 h 2: 1.) methanolic ammonia, 2.) toluene-p-sulphonic acid / 1.) 6 h, room temperature 3: 83 percent / H2 / palladium-charcoal / ethanol / 3 h View Scheme

1: 1.) methanolic ammonia, 2.) toluene-p-sulphonic acid / 1.) 6 h, room temperature 2: 83 percent / H2 / palladium-charcoal / ethanol / 3 h View Scheme