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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 57751Generated: October 24, 2026

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

https://huagongshe.com/en/reaction/57751

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 numberUS09434737B2
Source datasetuspto-grants-2016_09
ORD IDord-9ebd00900fff4c85964744e5b30131db
Source noteuspto-grants-2016_09