Reacción #704786

Ecuación de reacción

water

diethyl ethylmalonate

sodium hydride

2-(4-(4-phenylbutyloxy)phenyl)ethyl iodide

→

compound

Rendimiento 99.3%

Diethyl 2-ethyl-2-(2-(4-(4-phenylbutyloxy)phenyl)ethyl)malonate

Rendimiento 99.3%

Disolventes

dimethylformamide

Condiciones de reacción

Tratamiento posterior

1. 1
   workup.STIRRINGthe mixture was stirred for 20 minutes
2. 2
   Extracciónextracted with ethyl acetate
3. 3
   LavadoThe ethyl acetate layer was washed with water
4. 4
   Secadoa saturated brine and dried over anhydrous magnesium sulfate
5. 5
   workup.DISTILLATIONThe solvent was distilled away under reduced pressure
6. 6
   Otrothe residue obtained
7. 7
   Otrowas purified by silica gel column chromatography (eluent; n-hexane:ethyl acetate=9:1)

Procedimiento

To a suspension of sodium hydride (4.3 g) in dimethylformamide (212 ml) was added diethyl ethylmalonate (20 g) at 0° C. and the mixture was stirred at room temperature for an hour. To the solution, 2-(4-(4-phenylbutyloxy)phenyl)ethyl iodide (40 g) was dropwise added at 0° C., and the mixture was stirred for 20 minutes and allowed to stand at room temperature overnight. The reaction mixture was poured into water and extracted with ethyl acetate. The ethyl acetate layer was washed with water and a saturated brine and dried over anhydrous magnesium sulfate. The solvent was distilled away under reduced pressure and the residue obtained was purified by silica gel column chromatography (eluent; n-hexane:ethyl acetate=9:1) to give the subject compound (46 g).

Fuente