Reaktion #555973

Reaktionsgleichung

ammonia

2-Bromo-4-nitrotoluene

water

ethanol

→

product

Ausbeute 71.0%

3-bromo-4-methylaniline

Ausbeute 71.0%

Lösungsmittel

acetic acid

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturAfter the mixture was heated
2. 2
   Temperaturat refluxed for 2 hours
3. 3
   Temperaturit was cooled
4. 4
   FiltrationThe mixture is filtered through celite
5. 5
   Extraktionthe aqueous phase was extracted with ethyl acetate
6. 6
   TrocknenIt was dried over MgSO4
7. 7
   Filtrationfiltered
8. 8
   Sonstigesolvent was removed

Vorschrift

2-Bromo-4-nitrotoluene (10.0 g, 46.3 mmol) was added to a mixture of water (60 mL), ethanol (130 mL) and acetic acid (40 mL) under nitrogen. The mixture was heated to 70° C. and iron powder (10.3 g, 185 mmol) was added portionwise. After the mixture was heated at refluxed for 2 hours, it was cooled and aqueous ammonia (34%, 180 mL) was added slowly. The mixture is filtered through celite and the aqueous phase was extracted with ethyl acetate. It was dried over MgSO4, filtered, and solvent was removed to give the product as a brown oil (6.0 g, 71%). LCMS (ESI): M+H=185.8.

Quelle