Reacción #52719

Ecuación de reacción

2-Chloro-3-methoxycarbonylnitrobenzene

Dimethyl malonate

sodium hydride

→

dimethyl 2-methoxycarbonyl-6-nitrophenylmalonate

Disolventes

dimethylsulfoxide

Condiciones de reacción

Tratamiento posterior

1. 1
   Temperaturacooled to room temperature
2. 2
   workup.STIRRINGthe mixture was stirred at 100° C. for 1.5 hour
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 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.

Fuente