Reaktion #86020

Reaktionsgleichung

diethyl 2-benzyloxycarbonylaminomalonate

potassium carbonate

potassium iodide

methyl 2-bromoacetate

hydrochloric acid

→

title compound

Ausbeute 95.2%

diethyl 2-benzyloxycarbonylamino-2-(methoxycarbonylmethyl)malonate

Ausbeute 95.2%

Lösungsmittel

DMF

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturThe reaction mixture was cooled
2. 2
   Extraktionthe mixture was extracted with ethyl acetate
3. 3
   Waschenthe extract was washed with saturated brine
4. 4
   Trocknendried over anhydrous magnesium sulfate
5. 5
   SonstigeThe solvent was evaporated under reduced pressure
6. 6
   Waschenthe residue was subjected to silica gel column chromatography, in which elution
7. 7
   Sonstigewas performed with n-hexane/ethyl acetate (4:1) for purification
8. 8
   Sonstigecrystallized from ethyl acetate/n-hexane

Vorschrift

A suspension of diethyl 2-benzyloxycarbonylaminomalonate (3.0 g), potassium carbonate (1.6 g), potassium iodide (0.19 g), and methyl 2-bromoacetate (1.9 g) in DMF (50 mL) was stirred at 50° C. for 1 hour. The reaction mixture was cooled, and then poured into diluted hydrochloric acid, the mixture was extracted with ethyl acetate, and the extract was washed with saturated brine, and then dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure, and the residue was subjected to silica gel column chromatography, in which elution was performed with n-hexane/ethyl acetate (4:1) for purification, and then crystallized from ethyl acetate/n-hexane to obtain the title compound (3.52 g, yield: 95%) as colorless oil.

Quelle