1.1: hydrogen; potassium hydroxide; 5 palladium on charcoal / methanol / 5 h 2.1: sodium hydride / tetrahydrofuran; mineral oil / 4 h / 0 °C / |Inert atmosphere; |Reflux 3.1: acetic acid / tetrahydrofuran; water / 20 °C 4.1: hydrogen; potassium hydroxide; 5 palladium on charcoal / methanol / 20 °C 5.1: potassium carbonate; tetrabutylammomium bromide / acetone / 30 °C 6.1: water; potassium hydroxide / methanol / 3 h / |Reflux 6.2: pH 2 View Scheme