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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 57742Erstellt: 23. Oktober 2026

Hydrochloric Acid → Diethyl 2-benzyloxycarbonylamino-2-(methoxycarbonylmethyl)malonate

https://huagongshe.com/de/reaction/57742

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktHydrochloric AcidHCID 313—
EduktPotassium IodideHCID 4875—
EduktPotassium CarbonateHCID 11430—
EduktMethyl bromoacetateHCID 60984—
EduktDiethyl 2-(benzyloxycarbonylamino)malonateHCID 259787—
LösungsmittelDimethylformamideHCID 6228—
ProduktDiethyl 2-benzyloxycarbonylamino-2-(methoxycarbonylmethyl)malonateHCID 6672523695,2%

Reaktionsbedingungen

Temperatur50 °C

Reaktionsschritte

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.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09434737B2
Quelldatensatzuspto-grants-2016_09
ORD IDord-995c581b90244a03a1e384a2adaad932
Quellennotizuspto-grants-2016_09