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

Temperature

60 °C

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%).

1. temperatureAfter the reaction mixture was cooled to room temperature
2. temperaturethe reaction mixture was then cooled with ice
3. filtrationThe precipitated insoluble matter was collected by filtration
4. washAfter being washed with water (50 ml×3)
5. customwas air-dried

ORD record

ord-eac80c56130c4a7aa034e5f0c148058a

Source dataset

uspto-grants-2014_02

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08642619B2