Reacción #52593

Ecuación de reacción

2-Chloro-3-methoxycarbonyl-nitrobenzene

Dimethyl malonate

sodium hydride

→

dimethyl 2-methoxycarbonyl-6-nitrophenylmalonate

Disolventes

DMSO

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturacooled to room temperature
2. 2
   Temperaturathe mixture was heated to 100° C. for 1.5 h
3. 3
   TemperaturaThe reaction mixture was then cooled to room temperature
4. 4
   Extracciónextracted with ethyl acetate
5. 5
   LavadoThe organic layer was washed with brine
6. 6
   Secadodried over anhydrous sodium sulfate
7. 7
   Concentraciónconcentrated

Procedimiento

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.

Fuente