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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 36581Generated: October 26, 2026

trans-1,4-Dibromo-2-butene → 2-(4-Bromobut-2-en-1-yl)isoindoline-1,3-dione

https://huagongshe.com/reaction/36581

Reaction equation

Participants

RoleNameHCIDCharge
Reactanttrans-1,4-Dibromo-2-buteneHCID 641245—
ReactantPhthalimide potassium saltHCID 24194345—
SolventDimethylformamideHCID 6228—
Product2-(4-Bromobut-2-en-1-yl)isoindoline-1,3-dioneHCID 10516841—

Reaction Conditions

Temperature50 °C

Reaction Steps

A mixture of trans-1,4-dibromo-2-butene (6.4 g, 30 mmol) and potassium phthalimide (5.6 g, 30 mmol) in anhydrous dimethyl formamide (200 ml) was heated at 50° C. for 24 h. Then the reaction mixture was concentrated in vacuo, dissolved in ethyl acetate, washed with brine and the pure title product was obtained by flash chromatography on silica gel (ethyl acetate: hexane; 15:85) (3.2 g, 40%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05416076
Source datasetuspto-grants-1995_05
ORD IDord-ee15fbcd76dc40cc8c92ef9b7b59c2d5
Source noteuspto-grants-1995_05