Boron trifluoride → 8-Hydroxy-2-methyl-7-quinolinecarboxylic acid methyl ester

HRID 247256

反応式

HRID 247256 の反応式
[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]

参加物

4

反応物 3

HCID 6356Boron trifluorideHCID 4698238-Hydroxy-2-methylquinoline-7-carboxylic acidHCID 516892Sodium Bicarbonate

生成物 1

HCID 545112118-Hydroxy-2-methyl-7-quinolinecarboxylic acid methyl ester

実験手順

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.

後処理

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

出典と根拠

ORDレコード
ord-06b288af257148cc99503627229a8b3e
出典データセット
uspto-grants-1987_11
特許番号
US04705853

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