sodium methylate in methanol T=20°C; 24 h;

nitric acid 1.) reflux, 2.) room. temp., 24 h;

sodium hydroxide in water 3 h; Heating;

1: 90 percent / 20percent NaOH / H2O / 3 h / Heating 2: 53 percent / conc. H2SO4 / 3 h / Heating 3: 63 percent / ZnCl2 / CHCl3 / 1 h / 20 °C 4: 66.5 percent / 51percent HNO3 / 1 h / 60 °C 5: 78 percent / SOCl2, pyridine / benzene / 6 h / Heating View Scheme

1: 89 percent / NaOMe / methanol / 24 h / 20 °C 2: 66 percent / KMnO4 / acetone / 0.67 h View Scheme

1: 90 percent / 20percent NaOH / H2O / 3 h / Heating 2: 53 percent / conc. H2SO4 / 3 h / Heating 3: 19 percent / ZnCl2 / CHCl3 / 1 h / 20 °C 4: 91.5 percent / 20percent NaOH / H2O / 3 h / Heating View Scheme