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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1032911Generated: October 26, 2026

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

https://huagongshe.com/reaction/1032911

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 numberUS05308837
Source datasetuspto-grants-1994_05
ORD IDord-462a1f5083d043d88c4c09e0bb6216b8
Source noteuspto-grants-1994_05