Reaktion #1869192

ord-1771243a14b444e290dbf8af8b46e80b

Reaktionsgleichung

O=[N+]([O-])c1nc(Br)ccc1O
hydroxypyridine
O=[N+]([O-])c1nc(Br)ccc1O
2-Bromo-5-hydroxy-6-nitropyridine
O=C([O-])[O-].[K+].[K+]
potassium carbonate
CCOCC
Et2O
CCOC(=O)COc1ccc(Br)nc1[N+](=O)[O-]
material
Ausbeute 89.0%
CCOC(=O)COc1ccc(Br)nc1[N+](=O)[O-]
Ethyl (6-bromo-2-nitro-pyridin-3-yloxy)acetate
Ausbeute 89.0%

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    TemperaturThe reaction was heated
  2. 2
    Temperaturat reflux for 10 hours
  3. 3
    SonstigeThe precipitate was removed by suction filtration
  4. 4
    Einengenthe filtrate was concentrated in vacuo

Vorschrift

The hydroxypyridine (f) (30 g, 0.14 mol) was suspended in acetone (200 ml), and potassium carbonate (39 g, 0.28 mol) was added, followed by ethyl bromoacetate (15.7 ml, 0.14 mmol). The reaction was heated at reflux for 10 hours, then was cooled to room temperature and diluted with Et2O. The precipitate was removed by suction filtration, and the filtrate was concentrated in vacuo to afford material (38 g, 89%), which was used without further purification.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07498326B2uspto-grants-2009_03