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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1626307Generated: October 26, 2026

m-Chloroperbenzoic acid → 2-[2-(oxiran-2-yl)ethyl]-2,3-dihydro-1H-isoindole-1,3-dione

https://huagongshe.com/reaction/1626307

Reaction equation

Participants

RoleNameHCIDCharge
Reactantm-Chloroperbenzoic acidHCID 70297—
ReactantN-(3-Buten-1-yl)phthalimideHCID 339432—
SolventDichloromethaneHCID 6344—
Product2-[2-(oxiran-2-yl)ethyl]-2,3-dihydro-1H-isoindole-1,3-dioneHCID 33943392.9%

Reaction Steps

To a mixture of 2-(but-3-en-1-yl)isoindoline-1,3-dione obtained in step 1 (0.65 g, 3.22 mmol) in dichloromethane (10 ml), was added m-chloroperoxybenzoic acid (1.11 g, 6.44 mmol) at 0° C. The resulting reaction mixture was stirred at room temperature for 10 hours. After the reaction complete, the reaction mixture thus obtained was filtered through a plug of Celite. The filtrate was washed with 1 N sodium hydroxide solution and brine. The organic phase thus separated was dried over anhydrous magnesium sulfate, filtered, and concentrated under reduced pressure to obtain the title compound (0.65 g). The compound was used for the next step without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08785453B2
Source datasetuspto-grants-2014_07
ORD IDord-859ff5f4a9b2419db260b9a33db117c4
Source noteuspto-grants-2014_07