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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1523710Generated: November 2, 2026

Lithium Bromide → 2-[[(5S)-2-oxo-3-[4-(3-oxomorpholin-4-yl)phenyl]-1,3-oxazolidin-5-yl]methyl]isoindole-1,3-dione

https://huagongshe.com/reaction/1523710

Reaction equation

Participants

RoleNameHCIDCharge
ReactantLithium BromideHCID 82050—
Reactant(S)-(+)-N-(2,3-Epoxypropyl)phthalimideHCID 719412—
Reactant4-(4-Isocyanatophenyl)morpholin-3-oneHCID 53341421—
SolventTetrahydrofuranHCID 8028—
Product2-[[(5S)-2-oxo-3-[4-(3-oxomorpholin-4-yl)phenyl]-1,3-oxazolidin-5-yl]methyl]isoindole-1,3-dioneHCID 1169031788.4%

Reaction Steps

(S)-2-(oxiran-2-ylmethyl)isoindoline-1,3-dione (3.87 g, 19.06 mmol, 1.1 eq.) and 4-(4-isocyanatophenyl)morpholin-3-one (3.77 g, 17.29 mmol) were dissolved in tetrahydrofuran (70 mL) respectively and then heated to reflux. Then lithium bromide (0.15 g, 1.74 mmol) was added, the mixture was reacted for 4 h, white solid was obtained by filtration (6.45 g, yield: 88.4%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09079892B2
Source datasetuspto-grants-2015_07
ORD IDord-ba132c04796e4d86846f31313ff0b313
Source noteuspto-grants-2015_07