Réaction #52593

Équation de réaction

2-Chloro-3-methoxycarbonyl-nitrobenzene

Dimethyl malonate

sodium hydride

→

dimethyl 2-methoxycarbonyl-6-nitrophenylmalonate

Solvants

DMSO

Conditions de réaction

Traitement

1. 1
   Températurecooled to room temperature
2. 2
   Températurethe mixture was heated to 100° C. for 1.5 h
3. 3
   TempératureThe reaction mixture was then cooled to room temperature
4. 4
   Extractionextracted with ethyl acetate
5. 5
   LavageThe organic layer was washed with brine
6. 6
   Séchagedried over anhydrous sodium sulfate
7. 7
   Concentrationconcentrated

Mode opératoire

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.

Source