Reaction #4886

Reaction equation

6-Hydroxy-5-quinolinecarboxylic acid

boron trifluoride

sodium bicarbonate

→

6-Hydroxy-5-quinolinecarboxylic acid methyl ester

Conditions

Workup

1. 1
   Otherto give finally a basic solution
2. 2
   ExtractionThe solution is extracted with chloroform
3. 3
   ExtractionThe chloroform extract
4. 4
   Dryingis dried over anhydrous sodium sulfate
5. 5
   Concentrationconcentrated
6. 6
   Otherthe residue is crystallized from a suitable solvent

Procedure

6-Hydroxy-5-quinolinecarboxylic acid [as reported by Da Re, P. et al. in Ann. Chem. (Rome) 1970, 60(3), 215-24 (C.A. 73, 25338m)] is reacted with methanolic boron trifluoride solution for several hours. The resulting mixture is added to an aqueous solution of sodium bicarbonate to give finally a basic solution. The solution is extracted with chloroform. The chloroform extract is dried over anhydrous sodium sulfate and concentrated and the residue is crystallized from a suitable solvent.

Source