Reaktion #52593

Reaktionsgleichung

2-Chloro-3-methoxycarbonyl-nitrobenzene

Dimethyl malonate

sodium hydride

→

dimethyl 2-methoxycarbonyl-6-nitrophenylmalonate

Lösungsmittel

DMSO

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturcooled to room temperature
2. 2
   Temperaturthe mixture was heated to 100° C. for 1.5 h
3. 3
   TemperaturThe reaction mixture was then cooled to room temperature
4. 4
   Extraktionextracted with ethyl acetate
5. 5
   WaschenThe organic layer was washed with brine
6. 6
   Trocknendried over anhydrous sodium sulfate
7. 7
   Einengenconcentrated

Vorschrift

Dimethyl malonate (6.0 mL) was added to an ice-cold suspension of 2.1 g of sodium hydride in 15 mL of DMSO. The reaction mixture was then stirred at 100° C. for 1.0 h and then cooled to room temperature. 2-Chloro-3-methoxycarbonyl-nitrobenzene (2.15 g) was added to the above mixture in one portion and the mixture was heated to 100° C. for 1.5 h. The reaction mixture was then cooled to room temperature and poured into ice water, acidified to pH 5, and extracted with ethyl acetate. The organic layer was washed with brine, dried over anhydrous sodium sulfate and concentrated to give 3.0 g of the dimethyl 2-methoxycarbonyl-6-nitrophenylmalonate.

Quelle