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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2388099Generated: November 1, 2026

Dimethylformamide → 2-[3-(4-Fluoro-2-nitrophenoxy)propyl]isoindole-1,3-dione

https://huagongshe.com/reaction/2388099

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantPotassium CarbonateHCID 11430—
ReactantN-3-BromopropylphthalimideHCID 21611—
Reactant4-Fluoro-2-nitrophenolHCID 136236—
SolventWaterHCID 962—
Product2-[3-(4-Fluoro-2-nitrophenoxy)propyl]isoindole-1,3-dioneHCID 66917158100.4%

Reaction Conditions

Temperature60 °C

Reaction Steps

Potassium carbonate (10.8 g, 78.1 mmol) and N-(3-bromopropyl)phthalimide (12.1 g, 45.1 mmol) were added to a N,N-dimethylformamide (DMF) solution (80 ml) of 4-fluoro-2-nitrophenol (6.0 g, 38.2 mmol), and the mixture was stirred at 60° C. for 4 hours. After the reaction mixture was cooled to room temperature, water (200 ml) was added, and the reaction mixture was then cooled with ice. The precipitated insoluble matter was collected by filtration. After being washed with water (50 ml×3), the substance remaining in the filter was air-dried, giving 13.2 g of powdery pale yellow 2-[3-(4-fluoro-2-nitrophenoxy)propyl]isoindole-1,3-dione (yield: 100%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08269011B2
Source datasetuspto-grants-2012_09
ORD IDord-4245a4814a2440b5908151456d096e65
Source noteuspto-grants-2012_09