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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 471348Generated: October 25, 2026

Hydrochloric Acid → Diethyl 2-t-butyloxycarbonylamino-2-ethoxycarbonylsuccinate

https://huagongshe.com/reaction/471348

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantEthyl bromoacetateHCID 7748—
ReactantPotassium CarbonateHCID 11430—
ReactantDiethyl 2-((tert-butoxycarbonyl)amino)malonateHCID 382219—
SolventDimethylformamideHCID 6228—
ProductDiethyl 2-t-butyloxycarbonylamino-2-ethoxycarbonylsuccinateHCID 8666170886.8%

Reaction Conditions

Temperature50 °C

Reaction Steps

A suspension of diethyl 2-t-butyloxycarbonylaminomalonate (5.0 g), potassium carbonate (3.0 g), and ethyl 2-bromoacetate (3.9 g) in DMF (20 mL) was stirred at 50° C. for 4 hours. 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, and then purification was performed with n-hexane/ethyl acetate (5:1), to obtain the title compound (5.7 g, yield: 79%) as colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08633001B2
Source datasetuspto-grants-2014_01
ORD IDord-32010575ec3b49f9b8488f9f245d7c07
Source noteuspto-grants-2014_01