Reacción #320048

ord-20468624d1b34544a12da48e15e04df3

Ecuación de reacción

B.[Na]
sodium boron hydride
O=Cc1ccc2cc(F)c(Cl)cc2n1
7-chloro-6-fluoro-2-formylquinoline
OCc1ccc2cc(F)c(Cl)cc2n1
title compound
Rendimiento 69.4%
OCc1ccc2cc(F)c(Cl)cc2n1
7-Chloro-6-fluoro-2-hydroxymethylquinoline
Rendimiento 69.4%

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    Otroobtained in Reference example 2
  2. 2
    OtroAfter the solvent was removed
  3. 3
    Extracciónthe residue was extracted with ice water-methylene chloride
  4. 4
    Lavadothe organic layer was washed with water
  5. 5
    Secadodried over anhydrous sodium sulfate
  6. 6
    OtroAfter the solvent was removed

Procedimiento

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.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US05591752uspto-grants-1997_01