Reaktion #704786

Reaktionsgleichung

water

diethyl ethylmalonate

sodium hydride

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

→

compound

Ausbeute 99.3%

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

Ausbeute 99.3%

Lösungsmittel

dimethylformamide

Reaktionsbedingungen

Aufarbeitung

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

Vorschrift

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).

Quelle