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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2211308Generated: November 1, 2026

2-Butene, 1,4-dibromo- → 2-(4-Bromobut-2-en-1-yl)-1H-isoindole-1,3(2H)-dione

https://huagongshe.com/reaction/2211308

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Butene, 1,4-dibromo-HCID 13180—
ReactantPhthalimide potassium saltHCID 24194345—
SolventDimethylformamideHCID 6228—
Product2-(4-Bromobut-2-en-1-yl)-1H-isoindole-1,3(2H)-dioneHCID 5342343238.1%

Reaction Conditions

Temperature40 °C

Reaction Steps

To a solution of 1,4-dibromo-2-butene (5 g, 23.37 mmol) in 4 mL DMF was added phthalimide potassium salt (433 mg, 2.34 mmol). The reaction mixture was stirred at 40° C. for 16 hours. The reaction was quenched with water and extracted with ethyl acetate. The organic layer was washed with water and saturated sodium chloride solution, dried over magnesium sulfate, filtered and evaporated in vacuo to provide the product (250 mg). 1H NMR (CDCl3) δ3.92 (d, 2H); 4.32 (d, 2H); 5.90 (m, 2H); 7.74 (m, 2H); 7.87 (m, 2H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05463083
Source datasetuspto-grants-1995_10
ORD IDord-1500d2687a7f430182245ff3d376deed
Source noteuspto-grants-1995_10