Reaktion #1146340

ord-2d70ab7af45e46089630058db1ad1a66

Reaktionsgleichung

O
Water
CI
Methyl iodide
OCc1cc(Br)ccc1F
(5-bromo-2-fluorophenyl)methanol
[H-].[Na+]
sodium hydride
COCc1cc(Br)ccc1F
title compound
COCc1cc(Br)ccc1F
4-bromo-1-fluoro-2-(methoxymethyl)benzene

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    workup.STIRRINGthe mixture was stirred for 1.5 h
  2. 2
    Extraktionthe mixture was extracted with ethyl acetate
  3. 3
    Waschenwashed with saturated brine
  4. 4
    Sonstigedried
  5. 5
    SonstigeThe solvent was evaporated under reduced pressure
  6. 6
    Sonstigethe residue was purified by column chomatography (eluent, hexane→hexane:ethyl acetate=50:1)

Vorschrift

To a solution of (5-bromo-2-fluorophenyl)methanol (5.00 g) in THF (100 ml) was added 60% sodium hydride (1.08 g) at 0° C., and the mixture was stirred at room temperature for 30 min. Methyl iodide (3.80 ml) was added, and the mixture was stirred for 1.5 h. Water was added to the reaction mixture, and the mixture was extracted with ethyl acetate, washed with saturated brine and dried. The solvent was evaporated under reduced pressure and the residue was purified by column chomatography (eluent, hexane→hexane:ethyl acetate=50:1) to give the title compound (4.86 g) as a brown oil.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US06518257B1uspto-grants-2003_02