Reaction equation
[OH:1][C:2]1[C:3]([C:13]([OH:15])=[O:14])=[CH:4][CH:5]=[C:6]2[C:11]=1[N:10]=[C:9]([CH3:12])[CH:8]=[CH:7]2.B(F)(F)F.[C:20](=O)(O)[O-].[Na+]>>[CH3:20][O:14][C:13]([C:3]1[C:2]([OH:1])=[C:11]2[C:6]([CH:7]=[CH:8][C:9]([CH3:12])=[N:10]2)=[CH:5][CH:4]=1)=[O:15]Participants
4
Procedure
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.
Workup
- customto give finally a basic solution
- extractionThe solution is extracted with chloroform
- extractionThe chloroform extract
- dry with materialis dried over anhydrous sodium sulfate
- concentrationconcentrated
- customthe residue is crystallized from a suitable solvent such as isooctane
Sources & evidence
- ORD record
- ord-a902a7150ecd47d6a1975e8b2de5b2ae
- Source dataset
- uspto-grants-1988_02
- Patent number
- US04727152
Linked notes
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