Reaktion #66119

Reaktionsgleichung

p-nitro-phenol

potassium carbonate

1,2-dibromoethane

→

1-(2-bromo-ethoxy)-4-nitro-benzene

Ausbeute 70.7%

Lösungsmittel

butanone

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturwas heated
2. 2
   Temperaturat reflux for 18 h
3. 3
   TemperaturThe mixture was cooled
4. 4
   Filtrationthe inorganic salts filtered
5. 5
   Einengenthe filtrate concentrated under vacuum
6. 6
   Sonstigeto give a brown viscous liquid, which
7. 7
   Sonstigewas partitioned between dichloromethane and water
8. 8
   SonstigeThe organic phase was separated
9. 9
   Einengenconcentrated in vacuo
10. 10
    Sonstigeto obtain a residue which
11. 11
    Sonstigewas purified by column chromatography

Vorschrift

A mixture of p-nitro-phenol (6.0 g, 43.1 mmol), potassium carbonate (14.9 g, 108 mmol) and 1,2-dibromoethane (24.3 g, 129 mmol) in butanone (80 mL) was heated at reflux for 18 h. The mixture was cooled, the inorganic salts filtered and the filtrate concentrated under vacuum to give a brown viscous liquid, which was partitioned between dichloromethane and water. The organic phase was separated and concentrated in vacuo to obtain a residue which was purified by column chromatography using 4% ethyl acetate in petroleum ether as eluent to afford 1-(2-bromo-ethoxy)-4-nitro-benzene (7.5 g, 70%) as a light yellow solid.

Quelle