Réaction #4884

ord-a902a7150ecd47d6a1975e8b2de5b2ae

Équation de réaction

Cc1ccc2ccc(C(=O)O)c(O)c2n1
8-Hydroxy-2-methyl-7-quinolinecarboxylic acid
FB(F)F
boron trifluoride
O=C([O-])O.[Na+]
sodium bicarbonate
COC(=O)c1ccc2ccc(C)nc2c1O
title compound
COC(=O)c1ccc2ccc(C)nc2c1O
8-Hydroxy-2-methyl-7-quinolinecarboxylic acid methyl ester

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    Autreto give finally a basic solution
  2. 2
    ExtractionThe solution is extracted with chloroform
  3. 3
    ExtractionThe chloroform extract
  4. 4
    Séchageis dried over anhydrous sodium sulfate
  5. 5
    Concentrationconcentrated
  6. 6
    Autrethe residue is crystallized from a suitable solvent such as isooctane

Mode opératoire

8-Hydroxy-2-methyl-7-quinolinecarboxylic acid (as reported by Meek, W. H. et al., in J. Chem. Eng. Data 1969, 14(3), 388-91) 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 such as isooctane to give the title compound.

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US04727152uspto-grants-1988_02