反应详情

温度

50 °C

A mixture of ethyl 4-fluoro-3-nitrobenzoate (Chontech 01072; 500 mg; 2.35 mmol; 1 eq.) and piperidine (Fluka 80640; 599.18 mg; 7.04 mmol; 3 eq.) in DMF (2 mL) was stirred at 50° C. for 3 hours. The reaction was then allowed to cool to room temperature and diluted with water. Extraction with ethyl acetate, drying over sodium sulfate and concentration in vacuo gave a yellow oil. The oil was taken up in THF (15 mL) and lithium hydroxide (280.86 mg; 11.73 mmol; 5 eq.) was added, followed by water (15 mL). The reaction mixture was then stirred at room temperature for 5 hours. THF was evaporated and the residue diluted with water. The aqueous phase was washed with Et2O and acidified to pH 5 with acetic acid. Extraction with Et2O followed by drying over magnesium sulfate and concentration in vacuo afforded the title compound (562 mg, 96%) as a yellow solid.

1. temperatureto cool to room temperature
2. extractionExtraction with ethyl acetate
3. dry with materialdrying over sodium sulfate and concentration in vacuo
4. customgave a yellow oil
5. stirringThe reaction mixture was then stirred at room temperature for 5 hours
6. customTHF was evaporated
7. additionthe residue diluted with water
8. washThe aqueous phase was washed with Et2O
9. extractionExtraction with Et2O
10. dry with materialby drying over magnesium sulfate and concentration in vacuo