反应详情

温度

0 °C

To a suspension of 5-fluoro-3H-spiro[2-benzofuran-1,4′-piperidin]-3-one (420 mg, 1.9 mmol) in tetrahydrofuran (4.2 ml) was added dropwise a 1M borane solution in tetrahydrofuran (3.8 ml, 3.8 mmol) at 0° C. The mixture was refluxed overnight and then cooled to 0° C. HCl 5 N (2 ml) was added dropwise. The mixture was refluxed for 5 hours, cooled to 0° C., diluted with water and basified with NaOH 5 N (pH 10). The mixture was extracted 3 times with ethyl acetate. The combined extracts were dried over Na2SO4, filtered and concentrated in vacuo. The residue was stirred with ether and filtrated. The filtrate was concentrated in vacuo to provide 0.22 g (55%) of 5-fluoro-3H-spiro[2-benzofuran-1,4′-piperidine] as a light yellow oil.

1. temperatureThe mixture was refluxed overnight
2. temperatureThe mixture was refluxed for 5 hours
3. temperaturecooled to 0° C.
4. extractionThe mixture was extracted 3 times with ethyl acetate
5. dry with materialThe combined extracts were dried over Na2SO4
6. filtrationfiltered
7. concentrationconcentrated in vacuo
8. filtrationfiltrated
9. concentrationThe filtrate was concentrated in vacuo