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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2229289Generated: October 31, 2026

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

https://huagongshe.com/reaction/2229289

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, 2 H); 4.32 (d, 2 H); 5.90 (m, 2 H); 7.74 (m, 2 H); 7.87 (m, 2 H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06420392B1
Source datasetuspto-grants-2002_07
ORD IDord-6a17da11b92b44a6b4c36e52140f7bb2
Source noteuspto-grants-2002_07