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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 57744Generated: October 25, 2026

Hydrochloric Acid → Diethyl 2-benzyloxycarbonylamino-2-(t-butoxycarbonylmethyl)malonate

https://huagongshe.com/reaction/57744

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantPotassium CarbonateHCID 11430—
Reactanttert-Butyl bromoacetateHCID 79177—
ReactantDiethyl 2-(benzyloxycarbonylamino)malonateHCID 259787—
CatalystPotassium IodideHCID 4875—
SolventDimethylformamideHCID 6228—
ProductDiethyl 2-benzyloxycarbonylamino-2-(t-butoxycarbonylmethyl)malonateHCID 66725345100.8%

Reaction Conditions

Temperature50 °C

Reaction Steps

A suspension of diethyl 2-benzyloxycarbonylaminomalonate (5.0 g), potassium carbonate (2.7 g), potassium iodide (0.27 g), and t-butyl 2-bromoacetate (4.1 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, and then purification was performed with n-hexane/ethyl acetate (5:1), to obtain the title compound (6.9 g, yield: 99%) as colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09434737B2
Source datasetuspto-grants-2016_09
ORD IDord-90797a7338924070b568b0d13d20c8a2
Source noteuspto-grants-2016_09