1: H2 / 5percent Pd/C / methanol / 20 °C / various solvents, various temperature 2: 1) HCl(g) / 1) Acetic acid, 80 degC, 9 h, 2) acetic acid, r.t., 5 h 3: 37.3 percent / KMnO4, CaSO4*2H2O / H2O; 2-methyl-propan-2-ol / 2 h / 60 °C 4: 75 percent / conc. H2SO4 / methanol / 2 h / Heating View Scheme

hydrogen; palladium on activated charcoal in ethanol T=0°C; Yield given. Yields of byproduct given;