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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1523709Generated: November 3, 2026

Diethyl Ether → 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/1523709

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
Reactant(S)-(+)-N-(2,3-Epoxypropyl)phthalimideHCID 719412—
ReactantMagnesium diiodideHCID 5462737—
Reactant4-(4-Isocyanatophenyl)morpholin-3-oneHCID 53341421—
SolventButyl AcetateHCID 31272—
Product2-[[(5S)-2-oxo-3-[4-(3-oxomorpholin-4-yl)phenyl]-1,3-oxazolidin-5-yl]methyl]isoindole-1,3-dioneHCID 1169031794.5%

Reaction Conditions

Temperature120 °C

Reaction Steps

(S)-2-(oxiran-2-ylmethyl)isoindoline-1,3-dione (3.69 g, 18.14 mmol, 1.05 eq.) and 4-(4-isocyanatophenyl)morpholin-3-one (3.77 g, 17.29 mmol) were dissolved in butyl acetate (70 mL) respectively, heated to 120° C. Then a solution of magnesium iodide in diethyl ether (0.3 mmol, 0.3 mL) was added, the mixture was reacted for 4 h, white solid was obtained by filtration (6.88 g yield: 94.50%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09079892B2
Source datasetuspto-grants-2015_07
ORD IDord-ae7eb57fd2094e058a8ab5a9211b69ec
Source noteuspto-grants-2015_07