Reaktion #86023

Reaktionsgleichung

hydrochloric acid

benzyl 2-bromoacetate

diethyl 2-benzyloxycarbonylaminomalonate

sodium hydride

→

title compound

Ausbeute 99.0%

diethyl 2-benzyloxycarbonylamino-2-(benzyloxycarbonylmethyl)malonate

Ausbeute 99.0%

Lösungsmittel

DMF

Reaktionsbedingungen

Aufarbeitung

1. 1
   workup.STIRRINGthe mixture was stirred at room temperature for 30 minutes
2. 2
   workup.STIRRINGthe mixture was stirred overnight
3. 3
   Extraktionthe mixture was extracted with ethyl acetate
4. 4
   Waschenthe extract was washed with saturated brine
5. 5
   Trocknendried over anhydrous magnesium sulfate
6. 6
   SonstigeThe solvent was evaporated under reduced pressure
7. 7
   Sonstigepurification

Vorschrift

A solution of diethyl 2-benzyloxycarbonylaminomalonate (30 g) in anhydrous DMF (100 mL) was added portionwise with sodium hydride (60%, 4.27 g) with ice cooling and stirring, then the mixture was stirred at room temperature for 30 minutes, and then added with benzyl 2-bromoacetate (28.9 g), and the mixture was stirred overnight. The reaction mixture was 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, and then purification was performed with n-hexane/ethyl acetate (4:1), to obtain the title compound (43.9 g, yield: 99%) as colorless oil.

Quelle