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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 62200Generated: October 25, 2026

Sodium hydride → 2-(2-(3-(3,6-dibromo-9H-carbazol-9-yl)-2-hydroxypropoxy)ethyl)isoindoline-1,3-dione

https://huagongshe.com/reaction/62200

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium hydrideHCID 24758—
ReactantN-(2-Hydroxyethyl)phthalimideHCID 77499—
Reactant3,6-dibromo-9-((oxiran-2-yl)methyl)-9H-carbazoleHCID 2775473—
SolventTetrahydrofuranHCID 8028—
SolventEthyl AcetateHCID 8857—
Product2-(2-(3-(3,6-dibromo-9H-carbazol-9-yl)-2-hydroxypropoxy)ethyl)isoindoline-1,3-dioneHCID 5806587944%

Reaction Steps

Sodium hydride dispersion (31.6 mg, 0.79 mmol) was added to a solution of N-(2-hydroxyethyl)-phthalimide (153.7 mg, 0.80 mmol) in anhydrous THF (1.2 ml, 0.67 M). The suspension is stirred for 15 minutes before the addition of carbazole epoxide 2-A. The reaction was stirred at room temperature for five minutes and then at 60° C. for 1 hour. The cooled reaction was diluted with EtOAc and washed with water. The aqueous layer was extracted and the combined organics were filtered over a celite pad. The Crude product was used without further purification. Yield=44%

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09446042B2
Source datasetuspto-grants-2016_09
ORD IDord-f9d43b80ea2045f78aef1e1081c5222c
Source noteuspto-grants-2016_09