Reaktion #471501

Reaktionsgleichung

ammonium formate

5-(2-methoxy-3-nitro-phenyl)furan-2-carboxylic acid

→

5-(3-amino-2-methoxy-phenyl)-furan-2-carboxylic acid

Ausbeute 74.4%

Lösungsmittel

ethyl acetate

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturThe reaction mixture was heated
2. 2
   Temperaturto reflux for 3.5 hours
3. 3
   EinengenThe mixture was concentrated under reduced pressure
4. 4
   Sonstigethe resulting residue was purified by silica gel column chromatography

Vorschrift

5-(2-methoxy-3-nitro-phenyl)furan-2-carboxylic acid 9a (4.23 g, 16.09 mmol) was dissolved in 125 mL of ethyl acetate followed by addition of 423 mg of palladium on carbon and ammonium formate (4.054 g, 64.35 mmol). The reaction mixture was heated to reflux for 3.5 hours. The reaction was monitored by TLC until the disappearance of the starting materials. The mixture was concentrated under reduced pressure and the resulting residue was purified by silica gel column chromatography to obtain the title compound 5-(3-amino-2-methoxy-phenyl)-furan-2-carboxylic acid 9b (2.79 g, yield 74.4%) as a light green solid.

Quelle