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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2280722Generated: October 30, 2026

3-Bromocyclohexene → 2-(Cyclohex-2-enyl)isoindoline-1,3-dione

https://huagongshe.com/reaction/2280722

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-BromocyclohexeneHCID 137057—
ReactantPhthalimide potassium saltHCID 24194345—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
Product2-(Cyclohex-2-enyl)isoindoline-1,3-dioneHCID 1058540073,717.898%

Reaction Steps

To a solution of 3-bromo-cyclohexene (500 g, 3.12 mmol) in DMF (2000 mL) was added potassium phtalimide (580 g, 3.12 mmol), and the reaction mixture was stirred at room temperature for 30 h. The reaction mixture was diluted with water (1000 mL), extracted with ethyl acetate (3 times), and the combined organic layers were concentrated to give 2-cyclohex-2-enyl-isoindole-1,3-dione (520 g, 2.30 mol) as a gray solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09139534B2
Source datasetuspto-grants-2015_09
ORD IDord-61ac3e42ca894ea0899d22e14b4a0e2e
Source noteuspto-grants-2015_09