1: With lithium hydroxide; water in methanol T=65°C; 4 h; 2: With hydrogenchloride in methanol; water T=20°C; pH=~ 7;

1: With sulfuric acid 5 h; Heating / reflux; 2: With sodium hydroxide in water T=20°C; 3: With acetic acid in water

1: quinoline-6-acetic acid With sodium hexamethyldisilazane in tetrahydrofuran T=20°C; 0.25 h; 2: methyl iodide in tetrahydrofuran T=20°C; 4 h;

1.1: iron(II) sulfate; nitrobenzene; sulfuric acid / 5 h / |Inert atmosphere; |Reflux 2.1: thionyl chloride / 2 h / 0 °C / |Inert atmosphere; |Reflux 3.1: lithium diisopropyl amide / tetrahydrofuran / 0.5 h / -78 °C / |Inert atmosphere 3.2: -78 - 20 °C / |Inert atmosphere 4.1: lithium hydroxide hydrate / methanol; water / 4 h / 65 °C / |Inert atmosphere View Scheme

1.1: thionyl chloride / 2 h / 0 °C / |Inert atmosphere; |Reflux 2.1: lithium diisopropyl amide / tetrahydrofuran / 0.5 h / -78 °C / |Inert atmosphere 2.2: -78 - 20 °C / |Inert atmosphere 3.1: lithium hydroxide hydrate / methanol; water / 4 h / 65 °C / |Inert atmosphere View Scheme

1.1: lithium diisopropyl amide / tetrahydrofuran / 0.5 h / -78 °C / |Inert atmosphere 1.2: -78 - 20 °C / |Inert atmosphere 2.1: lithium hydroxide hydrate / methanol; water / 4 h / 65 °C / |Inert atmosphere View Scheme