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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1642097Generated: October 25, 2026

Water → 2-(4-Chloro-2-butenyl)-1,3-isoindolinedione

https://huagongshe.com/reaction/1642097

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
Reactant1,4-Dichloro-2-butene, (2E)-HCID 642197—
ReactantPotassium phthalamideHCID 53445390—
SolventDimethylformamideHCID 6228—
Product2-(4-Chloro-2-butenyl)-1,3-isoindolinedioneHCID 273420076%

Reaction Steps

Trans-1,4-dichloro-2-butene (1.14 ml, 10.8 mmol) was dissolved in DMF (27 ml) and purged with argon. Potassium pthalamide (1.00 g, 5.40 mmol) was added to the solution and the reaction was allowed to stir at room temperature overnight. The reaction was then poured into water (75 ml), which precipitated a white solid. This solid was collected by filtration and purified using silica gel chromatography (3:1 Hex:EtOAc) to afford a 76% yield (961 mg) of a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08119642B2
Source datasetuspto-grants-2012_02
ORD IDord-f81910309c004b8eace99061811cd35d
Source noteuspto-grants-2012_02