hydrogenchloride in 1,4-dioxane; water T=80°C; 2 h;

1: 890 mg / 47 percent HBr / acetic acid / 0 - 20 °C 2: CH2Cl2 / 3 h / 70 °C 3: aq. NaOH / 0 - 20 °C 4: 503 mg / aq. H2SO4 / 1.5 h / 20 °C 5: 87 percent / aq. HCl / H2O; dioxane / 2 h / 80 °C View Scheme

1: CH2Cl2 / 3 h / 70 °C 2: aq. NaOH / 0 - 20 °C 3: 503 mg / aq. H2SO4 / 1.5 h / 20 °C 4: 87 percent / aq. HCl / H2O; dioxane / 2 h / 80 °C View Scheme

1: SOCl2 / 2 h / Heating 2: diethyl ether / -78 - 0 °C 3: 890 mg / 47 percent HBr / acetic acid / 0 - 20 °C 4: CH2Cl2 / 3 h / 70 °C 5: aq. NaOH / 0 - 20 °C 6: 503 mg / aq. H2SO4 / 1.5 h / 20 °C 7: 87 percent / aq. HCl / H2O; dioxane / 2 h / 80 °C View Scheme

1: diethyl ether / -78 - 0 °C 2: 890 mg / 47 percent HBr / acetic acid / 0 - 20 °C 3: CH2Cl2 / 3 h / 70 °C 4: aq. NaOH / 0 - 20 °C 5: 503 mg / aq. H2SO4 / 1.5 h / 20 °C 6: 87 percent / aq. HCl / H2O; dioxane / 2 h / 80 °C View Scheme