Reaktion #52719

Reaktionsgleichung

2-Chloro-3-methoxycarbonylnitrobenzene

Dimethyl malonate

sodium hydride

→

dimethyl 2-methoxycarbonyl-6-nitrophenylmalonate

Lösungsmittel

dimethylsulfoxide

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturcooled to room temperature
2. 2
   workup.STIRRINGthe mixture was stirred at 100° C. for 1.5 hour
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 sodium hydride (2.1 g) in dimethylsulfoxide (15 ml). The reaction mixture was heated to 100° C., stirred for 1 hour and then cooled to room temperature. 2-Chloro-3-methoxycarbonylnitrobenzene (2.15 g) was added in one portion and the mixture was stirred at 100° C. for 1.5 hour. 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.

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