Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1967284Generated: October 31, 2026

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

https://huagongshe.com/reaction/1967284

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 numberUS08420694B2
Source datasetuspto-grants-2013_04
ORD IDord-23b9573340f640fea715f44301015f24
Source noteuspto-grants-2013_04