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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2167450Generated: October 26, 2026

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

https://huagongshe.com/reaction/2167450

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 numberUS09045464B2
Source datasetuspto-grants-2015_06
ORD IDord-1654da4900984a1bb8e202f868f8150f
Source noteuspto-grants-2015_06