2-(Dimethylamino)ethanol → 1-(4-Fluorophenyl)pyrrolidin-3-ol

Temperature

110 °C

Under nitrogen atmosphere, a 1,4-dioxane suspension of 1-fluoro-4-iodobenzene (2.00 g, 9.01 mmol), pyrrolidin-3-ol (785 mg, 9.01 mmol), potassium phosphate (3.83 g, 18.0 mmol), copper (I) iodide (343 mg, 1.80 mmol), copper (114 mg, 1.80 mmol), and N,N-dimethylaminoethanol (100 mg) was stirred at 90° C. for 1 day and at 110° C. for 5 hours. After completion of the reaction, the reaction solution was filtered with Celite and the filtrate was concentrated under reduced pressure. To the residue, water was added and extraction with ethyl acetate from the resultant mixture was performed. The organic layer was dried over anhydrous sodium sulfate and concentrated under reduced pressure to obtain a crude product of the title compound.

1. customAfter completion of the reaction
2. filtrationthe reaction solution was filtered with Celite
3. concentrationthe filtrate was concentrated under reduced pressure
4. additionTo the residue, water was added
5. extractionextraction with ethyl acetate from the resultant mixture
6. dry with materialThe organic layer was dried over anhydrous sodium sulfate
7. concentrationconcentrated under reduced pressure

ORD record

ord-bf42c3591c1b4c13bac01b5524e9e76d

Source dataset

uspto-grants-2016_08

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09403798B2