pyridine; potassium permanganate in water T=20°C; Oxidation; 24 h;

1: 100 percent / 15 percent NaOH / methanol / 2 h / 0 °C 2: 60 percent / Et2NH / methanol / 48 h / 20 °C 3: AcONH4 / ethanol / 5 h 4: 68 percent / KMnO4; pyridine / H2O / 24 h / 20 °C View Scheme

1: AcONH4 / ethanol / 5 h 2: 68 percent / KMnO4; pyridine / H2O / 24 h / 20 °C View Scheme

1: 77 percent / benzoquinone / CH2Cl2 2: 68 percent / KMnO4; pyridine / H2O / 24 h / 20 °C View Scheme