Reaktion #1897725

ord-a9cc92ff13174c8abf5c1a612cf3f2f7

Reaktionsgleichung

O=C([O-])O.[Na+]
NaHCO3
OCc1cc(Br)ccc1F
(5-bromo-2-fluoro-phenyl)-methanol
BrP(Br)Br
phosphorus tribromide
Fc1ccc(Br)cc1CBr
title compound
Fc1ccc(Br)cc1CBr
4-Bromo-2-bromomethyl-1-fluoro-benzene

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    TemperaturThe mixture was cooled to 0° C.
  2. 2
    ExtraktionThe solution was extracted with EtOAc
  3. 3
    Sonstigethe combined organic layers were dried
  4. 4
    Einengenconcentrated
  5. 5
    Sonstigepurified by silica gel chromatography

Vorschrift

To (5-bromo-2-fluoro-phenyl)-methanol (1.2 g, 5.9 mmol) in DME (20 mL) was added phosphorus tribromide (0.83 mL, 8.8 mmol), and the reaction was stirred at room temperature for 6 hours. The mixture was cooled to 0° C. and adjusted to pH 6 with saturated aqueous NaHCO3. The solution was extracted with EtOAc, and the combined organic layers were dried, concentrated, and purified by silica gel chromatography to give the title compound.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US08362044B2uspto-grants-2013_01