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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1380695Generated: October 26, 2026

3-Chlorocyclopent-1-ene → 2-(cyclopent-2-en-1-yloxy)-2,3-dihydro-1H-isoindole-1,3-dione

https://huagongshe.com/reaction/1380695

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-Chlorocyclopent-1-eneHCID 7297—
ReactantTriethylamineHCID 8471—
ReactantN-HydroxyphthalimideHCID 10665—
SolventAcetonitrileHCID 6342—
Product2-(cyclopent-2-en-1-yloxy)-2,3-dihydro-1H-isoindole-1,3-dioneHCID 1084699669.1%

Reaction Steps

A mixture of 3-chlorocyclopentene (36.9 g), N-hydroxyphthalimide (58.2 g) and triethylamine (53.9 g) in acetonitrile (370 ml) was refluxed for 2 hours. The reaction mixture was poured into ice-water. The precipitated crystals were collected by filtration, washed with water and dried over phosphorus pentoxide to give N-(2-cyclopenten-1-yl)oxyphthalimide (56.5 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04582908
Source datasetuspto-grants-1986_04
ORD IDord-e0706f198804443db933f7b51781da5f
Source noteuspto-grants-1986_04