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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1497509Generated: November 2, 2026

Water → HCID 90281952, compound

https://huagongshe.com/reaction/1497509

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPotassium CarbonateHCID 11430—
Reactanttert-Butyl acrylateHCID 15458—
ReactantL-Phenylalanine, 1,1-dimethylethyl ester, hydrochloride (1:1)HCID 11459563—
SolventDimethyl SulfoxideHCID 679—
ProductHCID 90281952HCID 90281952—

Reaction Conditions

Temperature150 °C

Reaction Steps

To a solution of tert-butyl L-phenylalaninate hydrochloride (800 mg) in dimethyl sulfoxide (3.20 mL) were added potassium carbonate (429 mg) and tert-butyl acrylate (0.901 mL), followed by stirring at 150° C. for 1 hour under microwave. After cooling to room temperature, water was added thereto, followed by extraction with ethyl acetate. The organic layer was dried over anhydrous sodium sulfate and then concentrated under reduced pressure. The residue was purified by silica gel column chromatography (hexane-ethyl acetate) to obtain tert-butyl N-(3-tert-butoxy-3-oxopropyl)-L-phenylalaninate (266 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09199927B2
Source datasetuspto-grants-2015_12
ORD IDord-2468dee88d814db18cce85e43342a28c
Source noteuspto-grants-2015_12