反应 #1269903

反应方程式

NaOH

borane

5-fluoro-3H-spiro[2-benzofuran-1,4′-piperidin]-3-one

HCl

→

5-fluoro-3H-spiro[2-benzofuran-1,4′-piperidine]

收率 55.9%

溶剂

water

tetrahydrofuran

tetrahydrofuran

反应条件

后处理

1. 1
   温度The mixture was refluxed overnight
2. 2
   温度The mixture was refluxed for 5 hours
3. 3
   温度cooled to 0° C.
4. 4
   萃取The mixture was extracted 3 times with ethyl acetate
5. 5
   干燥The combined extracts were dried over Na2SO4
6. 6
   过滤filtered
7. 7
   浓缩concentrated in vacuo
8. 8
   过滤filtrated
9. 9
   浓缩The filtrate was concentrated in vacuo

实验过程

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.

来源