Reacción #2175508

Ecuación de reacción

p-Toluene sulfonic acid monohydrate

N-bromosuccinimide

dimethyl malonate

→

dimethyl-2-bromomalonate

Disolventes

ethylacetate hexane

Condiciones de reacción

Tratamiento posterior

1. 1
   TemperaturaThe resulting mixture was heated
2. 2
   Temperaturaat reflux for 2 hours
3. 3
   Otroevaporated
4. 4
   workup.DISSOLUTIONdissolved in dichloromethane
5. 5
   LavadoThe organic layer was washed with H2O
6. 6
   Secadodried over MgSO4
7. 7
   Concentraciónconcentrated
8. 8
   Otroto obtained by column chromatography on silica gel using

Procedimiento

p-Toluene sulfonic acid monohydrate (11.0 g, 0.057 mol) and N-bromosuccinimide (1.74 g, 0.009 mol) were slowly added to a stirred solution of dimethyl malonate (5.0 g, 0.037 mol) in CH3CH (30 mL). The resulting mixture was heated at reflux for 2 hours, evaporated and dissolved in dichloromethane. The organic layer was washed with H2O, dried over MgSO4 and concentrated. An analytically pure sample was to obtained by column chromatography on silica gel using a 1:4 mixture of ethylacetate/hexane. Yield: 6.0 g (76.0%).

Fuente