sodium hydroxide in isopropyl alcohol 7 h; Heating;

1: toluene / 0.25 h / ice bath 2: 64 percent / KOH / H2O / 0.67 h / 95 - 96 °C 3: 84 percent / 50percent aq. NaOH / propan-2-ol / 7 h / Heating View Scheme

1: phosgene, imidazole / CH2Cl2 / 2.5 h / 25 °C 2: CH2Cl2 / 16 h / 25 °C 3: 1) 50percent aq. NaOH / 1) water-methylene chloride, 2) xylene, reflux, 2.5 h 4: 84 percent / 50percent aq. NaOH / propan-2-ol / 7 h / Heating View Scheme

1: 64 percent / KOH / H2O / 0.67 h / 95 - 96 °C 2: 84 percent / 50percent aq. NaOH / propan-2-ol / 7 h / Heating View Scheme

1: 1) NaNO2, aq.HCl / 1) water, toluene, ice- bath, 20 min, 2) toluene, steam bath 2: toluene / 0.25 h / ice bath 3: 64 percent / KOH / H2O / 0.67 h / 95 - 96 °C 4: 84 percent / 50percent aq. NaOH / propan-2-ol / 7 h / Heating View Scheme

1: 1) 50percent aq. NaOH / 1) water-methylene chloride, 2) xylene, reflux, 2.5 h 2: 84 percent / 50percent aq. NaOH / propan-2-ol / 7 h / Heating View Scheme