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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 661724Generated: November 3, 2026

N-Hydroxyphthalimide → 2-(2-(2-Oxo-pyrrolidin-1-yl)-ethoxy)-isoindol-1,3-dione

https://huagongshe.com/reaction/661724

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN-HydroxyphthalimideHCID 10665—
ReactantTriphenylphosphineHCID 11776—
ReactantDiisopropyl diazene-1,2-dicarboxylateHCID 75555—
Reactant1-(2-Hydroxyethyl)-2-pyrrolidinoneHCID 76980—
SolventTetrahydrofuranHCID 8028—
Product2-(2-(2-Oxo-pyrrolidin-1-yl)-ethoxy)-isoindol-1,3-dioneHCID 2313234057%

Reaction Steps

1-(2-Hydroxy-ethyl)-pyrrolidin-2-one (1.00 g, 7.74 mmol, commercial product), PPh3 (2.07 g, 7.90 mmol), N-hydroxy-phthalimide (1.29 g, 7.90 mmol), and diisopropyl azodicarboxylate (1.60 g, 7.90 mmol) were added to anhydrous THF at 0° C. under a nitrogen atmosphere, and the mixture was stirred. After 4 hours, the reaction mixture was purified by silica gel chromatography to give 2-(2-(2-oxo-pyrrolidin-1-yl)-ethoxy)-isoindol-1,3-dione (1.21 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08084645B2
Source datasetuspto-grants-2011_12
ORD IDord-59280335ac874ba19d4ba217ce94749a
Source noteuspto-grants-2011_12