Reaktion #67427

Reaktionsgleichung

NaHCO3

2-Bromo-1-methoxy-4-nitrobenzene

SnCl2.2H2O

MeOH

→

off-white solid

Ausbeute 92.6%

3-Bromo-4-methoxybenzenamine

Ausbeute 92.6%

Lösungsmittel

EtOAc

H2O

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigeresulting in the formation of a thick emulsion
2. 2
   SonstigeThe layers were separated
3. 3
   Extraktionthe aqueous layer was extracted with EtOAc (3×30 mL)
4. 4
   Trocknendried over MgSO4
5. 5
   Filtrationbefore being filtered

Vorschrift

2-Bromo-1-methoxy-4-nitrobenzene (2.50 g, 10.8 mmol), SnCl2.2H2O (12.2 g, 53.9 mmol), and MeOH (30 mL) were combined and allowed to stir for 3 h at ambient temperature. To the mixture was added H2O (100 mL) and EtOAc (100 mL) resulting in the formation of a thick emulsion. To this was added sat. aq. NaHCO3 (30 mL). The layers were separated and the aqueous layer was extracted with EtOAc (3×30 mL). The organics were combined and dried over MgSO4 before being filtered. Concentration of the filtrate in vacuo gave 2.02 g of an off-white solid. This material was used without further purification.

Quelle