Reaktion #76557

Reaktionsgleichung

Ethyl 4-hydroxy-7-methyl-3-quinolinecarboxylate

hydrochloric acid

→

4-hydroxy-7-methyl-3-quinolinecarboxylic acid

Ausbeute 99.9%

Lösungsmittel

sodium hydroxide

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturheated
2. 2
   Temperaturat reflux for about 30 minutes
3. 3
   SonstigeThe resulting precipitate was isolated by filtration
4. 4
   Waschenrinsed well with water
5. 5
   Sonstigeoven dried

Vorschrift

Ethyl 4-hydroxy-7-methyl-3-quinolinecarboxylate (32 g, 138 mmol) was suspended in sodium hydroxide (500 mL of 10% aqueous) and then heated at reflux for about 30 minutes. The reaction mixture was allowed to cool to ambient temperature and then it was acidified with concentrated hydrochloric acid. The resulting precipitate was isolated by filtration, rinsed well with water and then oven dried to provide 4-hydroxy-7-methyl-3-quinolinecarboxylic acid (28 g). A portion (2 g) was recrystallized twice from N,N-dimethylformamide to give a fluffy white solid, m.p. 264-265° C. Analysis: Calculated for C11H9NO3: %C, 65.02; %H, 4.46; %N, 6.89; Found: %C, 65.22; %H, 4.42; %N, 6.88.

Quelle