Reaktion #165489

Reaktionsgleichung

4-(3-methoxycarbonyl-4-methoxyphenoxy)-1-nitrobenzene

KOH

water

→

4-(3-carboxy-4-methoxyphenoxy)-1-nitrobenzene

Ausbeute 90.9%

Lösungsmittel

MeOH

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturheated at the reflux temp
2. 2
   workup.WAITfor 4 h
3. 3
   TemperaturThe resulting mixture was cooled to room temp.
4. 4
   Einengenconcentrated under reduced pressure
5. 5
   workup.DISSOLUTIONThe residue was dissolved in water (50 mL)
6. 6
   ExtraktionThe resulting mixture was extracted with EtOAc (50 mL)
7. 7
   TrocknenThe organic layer was dried (MgSO4)
8. 8
   Einengenconcentrated under reduced pressure

Vorschrift

A mixture of 4-(3-methoxycarbonyl-4-methoxyphenoxy)-1-nitrobenzene (1.2 g), KOH (0.33 g) and water (5 mL) in MeOH (45 mL) was stirred at room temp. overnight and then heated at the reflux temp. for 4 h. The resulting mixture was cooled to room temp. and concentrated under reduced pressure. The residue was dissolved in water (50 mL), and the aqueous mixture was made acidic with a 1N HCl solution. The resulting mixture was extracted with EtOAc (50 mL). The organic layer was dried (MgSO4) and concentrated under reduced pressure to give 4-(3-carboxy-4-methoxyphenoxy)-1-nitrobenzene (1.04 g).

Quelle