Reaktion #578788

ord-40e2ede578984500a4e7dd5bceb82a94

Reaktionsgleichung

O=[N+]([O-])c1ccc(Cl)c(O)c1
2-Chloro-5-nitrophenol
[Cl][Sn][Cl]
SnCl2
O=C([O-])[O-].[K+].[K+]
K2CO3
Nc1ccc(Cl)c(O)c1
title compound
Nc1ccc(Cl)c(O)c1
5-Amino-2-chlorophenol

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Filtrationfiltered through Celite
  2. 2
    SonstigeMost of the solvent was removed under vacuum
  3. 3
    workup.ADDITIONThe crude was treated with saturated NaHCO3
  4. 4
    Extraktionextracted with EtOAc twice
  5. 5
    WaschenThe organic layers were washed with water
  6. 6
    Trocknenbrine, dried over Na2SO4
  7. 7
    Filtrationfiltered
  8. 8
    Einengenconcentrated in vacuo

Vorschrift

2-Chloro-5-nitrophenol (3.06 g, 17.6 mmol) and SnCl2 (10.0 g, 52.8 mmol) in EtOH (120 mL) were heated for 10 h at 80° C. The reaction was treated with 1N K2CO3 (aq) and filtered through Celite. Most of the solvent was removed under vacuum. The crude was treated with saturated NaHCO3 and extracted with EtOAc twice. The organic layers were washed with water then brine, dried over Na2SO4, filtered, and concentrated in vacuo to yield the title compound as a brown-green solid.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07531553B2uspto-grants-2009_05