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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 64292Generated: October 27, 2026

Phthalimidoacetone → 2-[(3E)-4-(dimethylamino)-2-oxobut-3-en-1-yl]-2,3-dihydro-1H-isoindole-1,3-dione

https://huagongshe.com/reaction/64292

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhthalimidoacetoneHCID 235046—
SolventDimethylformamide dimethyl acetalHCID 78373—
Product2-[(3E)-4-(dimethylamino)-2-oxobut-3-en-1-yl]-2,3-dihydro-1H-isoindole-1,3-dioneHCID 11436820—

Reaction Conditions

Temperature100 °C

Reaction Steps

To a solution of 2-(2-oxopropyl)isoindoline-1,3-dione (1 g, 4.9 mmol) in 20 mL of DMF-DMA was added some of 4 A molecular sieve. The reaction mixture was stirred at 100° C. under N2 for 15 hr. After cooling down to RT, the mixture was filtered and collected 600 mg (47.5%) of crude (E)-2-(4-(dimethylamino)-2-oxobut-3-enyl) isoindoline-1,3-dione as a solid. MS (ESI) m/e [M+1]+ 259.1.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09447106B2
Source datasetuspto-grants-2016_09
ORD IDord-87f8844152cf46b398ed7f18217b40d3
Source noteuspto-grants-2016_09