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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1173608Generated: October 29, 2026

(-)-2-Aminobutyric acid → (s)-4-Ethyloxazolidine-2,5-dione

https://huagongshe.com/reaction/1173608

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(-)-2-Aminobutyric acidHCID 80283—
ReactantTriphosgeneHCID 94429—
SolventTetrahydrofuranHCID 8028—
Product(s)-4-Ethyloxazolidine-2,5-dioneHCID 54159673511%

Reaction Conditions

Temperature50 °C

Reaction Steps

To a suspension of (2S)-2-aminobutanoic acid (10 g) and activated carbon (116 mg) in tetrahydrofuran (50 mL) was added dropwise a solution of triphosgene (10.07 g) in tetrahydrofuran (50 mL) at room temperature, and the mixture was stirred at 50° C. for 2 hr. The same experimental process was performed twice, in each of which insoluble materials were filtered off with celite, and the filtrates were combined and concentrated under reduced pressure. The residue was washed with hexane to give the title compound as a solid (yield: 22.39 g, 89%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07834051B2
Source datasetuspto-grants-2010_11
ORD IDord-06a822ca587e46c488715856a1c16c04
Source noteuspto-grants-2010_11