7-Chloro-6-fluoro-2-formylquinoline → (7-Chloro-6-fluoroquinolin-2-yl)methanol

HRID 232866

Reaktionsgleichung

Reaktionsgleichung von HRID 232866
B.[Na].[Cl:3][C:4]1[CH:13]=[C:12]2[C:7]([CH:8]=[CH:9][C:10]([CH:14]=[O:15])=[N:11]2)=[CH:6][C:5]=1[F:16]>CO>[Cl:3][C:4]1[CH:13]=[C:12]2[C:7]([CH:8]=[CH:9][C:10]([CH2:14][OH:15])=[N:11]2)=[CH:6][C:5]=1[F:16]

Komponenten

4

Edukt 2

HCID 233591737-Chloro-6-fluoro-2-formylquinolineHCID 178418435HCID 178418435, Verbindung

Produkt 1

HCID 23359111(7-Chloro-6-fluoroquinolin-2-yl)methanolAusbeute 69,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

3 g of sodium boron hydride was added to 11.19 g of 7-chloro-6-fluoro-2-formylquinoline obtained in Reference example 2 suspended in 250 ml of methanol and the mixture was stirred at room temperature for 1 hour. After the solvent was removed, the residue was extracted with ice water-methylene chloride and the organic layer was washed with water and dried over anhydrous sodium sulfate. After the solvent was removed, the residue was applied to silica gel column chromatography to obtain 7.84 g of the title compound.

Aufarbeitung

  1. customobtained in Reference example 2
  2. customAfter the solvent was removed
  3. extractionthe residue was extracted with ice water-methylene chloride
  4. washthe organic layer was washed with water
  5. dry with materialdried over anhydrous sodium sulfate
  6. customAfter the solvent was removed

Quellen und Nachweise

ORD-Eintrag
ord-20468624d1b34544a12da48e15e04df3
Quelldatensatz
uspto-grants-1997_01
Patentnummer
US05591752

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