1: toluene / 20 h / 118 - 125 °C 2: AcOH / 125 - 130 °C 3: acetic acid / 2 h / 120 - 125 °C 4: propan-2-ol / 60 - 80 °C 5: 50percent aq. NaOH, NaBH4 / methanol / 35 °C 6: 50percent aq. NaOH / methanol / 25 °C View Scheme

1: 83 percent / AlCl3 / CS2 / 2 h / 20 °C 2: 58 percent / hydrazine hydrate / ethanol / 6 h / Heating View Scheme

aluminium trichloride in carbon disulfide T=20°C; 2 h;

1: 83 percent / AlCl3 / CS2 / 2 h / 20 °C 2: 58 percent / hydrazine hydrate / ethanol / 6 h / Heating 3: 90 percent / aq. NaOH / ethanol / 4 h / Heating View Scheme