Reaktion #65766

Reaktionsgleichung

nitric acid

3,4-diethoxycarbonyl-6-(4-methoxyethoxymethoxyphenyl)-2-pyridone

water

→

3,4-Diethoxycarbonyl-2-hydroxy-6-(4-methoxyethoxymethoxyphenyl)-5-nitropyridine

Lösungsmittel

acetic anhydride

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.STIRRINGAfter 2 hours' stirring at room temperature
2. 2
   Extraktionthe mixture was extracted with ethyl acetate
3. 3
   WaschenThe organic layer was washed with an aqueous solution of sodium hydrogencarbonate, water
4. 4
   Trocknena saturated aqueous solution of sodium chloride, and dried
5. 5
   workup.DISTILLATIONAfter the solvent was distilled off the resulting crystals
6. 6
   Filtrationwere collected by filtration with diethyl ether

Vorschrift

In 3 ml of acetic anhydride was dissolved 1.0 g of 3,4-diethoxycarbonyl-6-(4-methoxyethoxymethoxyphenyl)-2-pyridone, and the mixture was cooled to -20° C. and thereafter 0.2 ml of fuming nitric acid was added dropwise. After the mixture was stirred for 1 hour, water was added. After 2 hours' stirring at room temperature, the mixture was extracted with ethyl acetate. The organic layer was washed with an aqueous solution of sodium hydrogencarbonate, water and a saturated aqueous solution of sodium chloride, and dried. After the solvent was distilled off the resulting crystals were collected by filtration with diethyl ether.

Quelle