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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 471353Generated: October 25, 2026

Hydrochloric Acid → Diethyl 2-t-butyloxycarbonylamino-2-(benzyloxycarbonylmethyl)malonate

https://huagongshe.com/reaction/471353

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantPotassium CarbonateHCID 11430—
ReactantBenzyl bromoacetateHCID 62576—
ReactantDiethyl 2-((tert-butoxycarbonyl)amino)malonateHCID 382219—
SolventDimethylformamideHCID 6228—
ProductDiethyl 2-t-butyloxycarbonylamino-2-(benzyloxycarbonylmethyl)malonateHCID 6672522785%

Reaction Conditions

Temperature50 °C

Reaction Steps

A suspension of diethyl 2-t-butyloxycarbonylaminomalonate (5.0 g), potassium carbonate (3.0 g), and benzyl 2-bromoacetate (5.4 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 (6.5 g, yield: 85%) as colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08633001B2
Source datasetuspto-grants-2014_01
ORD IDord-b155a78c02be41f9a755dbf52ec7bf0a
Source noteuspto-grants-2014_01