1.1: hydrogen / palladium 10 on activated carbon / methanol / 20 °C / 2068.65 Torr 2.1: sodium nitrite; hydrogen bromide / water / 2 h / 0 °C 2.2: 0 - 20 °C View Scheme

1.1: pyridine / 24 h / 20 °C 2.1: nitric acid; sulfuric acid / 0.08 h / -40 °C 3.1: sodium hydroxide / water / 0.08 h 3.2: 85 °C 3.3: pH 2 4.1: water; hydrogen bromide; acetic acid / 4 h / Reflux 5.1: hydrogen / palladium 10 on activated carbon / methanol / 20 °C / 2068.65 Torr 6.1: sodium nitrite; hydrogen bromide / water / 2 h / 0 °C 6.2: 0 - 20 °C View Scheme

1.1: nitric acid; sulfuric acid / 0.08 h / -40 °C 2.1: sodium hydroxide / water / 0.08 h 2.2: 85 °C 2.3: pH 2 3.1: water; hydrogen bromide; acetic acid / 4 h / Reflux 4.1: hydrogen / palladium 10 on activated carbon / methanol / 20 °C / 2068.65 Torr 5.1: sodium nitrite; hydrogen bromide / water / 2 h / 0 °C 5.2: 0 - 20 °C View Scheme