Reaktion #929450

Reaktionsgleichung

diethyl 2-(2-(2-benzyloxyphenyl)ethyl)-2-propylmalonate

potassium hydroxide

hydrochloric acid

→

compound

Ausbeute 61.2%

2-(2-(2-Benzyloxyphenyl)ethyl)-2-ethoxycarbonylpentanoic acid

Ausbeute 61.2%

Lösungsmittel

Ethanol

ethanol

ethanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturthe mixture was refluxed
2. 2
   Temperaturunder heating for 6.5 hours
3. 3
   Extraktionextracted with ethyl acetate
4. 4
   WaschenThe organic layer was washed with a saturated brine
5. 5
   Trocknendried over sodium sulfate
6. 6
   workup.DISTILLATIONThe solvent was distilled away under reduced pressure

Vorschrift

To a solution of diethyl 2-(2-(2-benzyloxyphenyl)ethyl)-2-propylmalonate (10 g) in ethanol (50 ml), a solution of potassium hydroxide (1.9 g) in ethanol (180 ml) was added and the mixture was refluxed under heating for 6.5 hours. Ethanol (45 ml) was added thereto and the mixture was stirred at room temperature for 4 days. The reaction mixture was poured into a dilute hydrochloric acid and extracted with ethyl acetate. The organic layer was washed with a saturated brine and dried over sodium sulfate. The solvent was distilled away under reduced pressure and the residue was subjected to silica gel chromatography (eluent; chloroform-methanol=12:1) to give the subject compound (5.7 g).

Quelle