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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1801893Generated: October 30, 2026

Triphosgene → 4-(4-Fluorophenyl)oxazolidine-2,5-dione

https://huagongshe.com/reaction/1801893

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriphosgeneHCID 94429—
Reactant(1)-4-FluorophenylglycineHCID 98313—
SolventTetrahydrofuranHCID 8028—
Product4-(4-Fluorophenyl)oxazolidine-2,5-dioneHCID 8664904987.4%

Reaction Conditions

Temperature-20 °C

Reaction Steps

To a solution of 2-amino-2-(4-fluorophenyl)acetic acid (5 g, 29.5 mmol) in THF (50 mL) at 50° C. was added triphosgene (8.77 g, 29.5 mmol), then heating was continued for 3 h. The reaction mixture was then filtered and evaporated to a volume of about10 mL, followed by addition of 150 mL of hexanes. The mixture was heated slightly, and then cooled to −20° C. for 1 h. The crude slurry was filtered to give 4-(4-fluorophenyl)oxazolidine-2,5-dione (5.03 g, 87%) which was used without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08349851B2
Source datasetuspto-grants-2013_01
ORD IDord-7d1ef5b2ed4643ba9844bd97097fd1a1
Source noteuspto-grants-2013_01