Boron trifluoride → Methyl 6-hydroxyquinoline-5-carboxylate

HRID 364368

Reaktionsgleichung

Reaktionsgleichung von HRID 364368
[OH:1][C:2]1[CH:11]=[CH:10][C:9]2[N:8]=[CH:7][CH:6]=[CH:5][C:4]=2[C:3]=1[C:12]([OH:14])=[O:13].B(F)(F)F.[C:19](=O)(O)[O-].[Na+]>>[CH3:19][O:13][C:12]([C:3]1[C:4]2[CH:5]=[CH:6][CH:7]=[N:8][C:9]=2[CH:10]=[CH:11][C:2]=1[OH:1])=[O:14]

Komponenten

4

Edukt 3

HCID 6356Boron trifluorideHCID 516892Sodium BicarbonateHCID 160424816-Hydroxyquinoline-5-carboxylic acid

Produkt 1

HCID 19077292Methyl 6-hydroxyquinoline-5-carboxylate

Versuchsvorschrift

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 chloroformm extract is dried over anhydrous sodium sulfate and concentrated and the residue is crystallized from a suitable solvent.

Aufarbeitung

  1. customto give finally a basic solution
  2. extractionThe solution is extracted with chloroform
  3. extractionThe chloroformm extract
  4. dry with materialis dried over anhydrous sodium sulfate
  5. concentrationconcentrated
  6. customthe residue is crystallized from a suitable solvent

Quellen und Nachweise

ORD-Eintrag
ord-042cffe083604ab6872bce215307bc83
Quelldatensatz
uspto-grants-1986_08
Patentnummer
US04604388

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