تفاعل #1269903

معادلة التفاعل

NaOH

borane

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

HCl

→

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

المردود 55.9%

المذيبات

water

tetrahydrofuran

tetrahydrofuran

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةThe mixture was refluxed overnight
2. 2
   درجة الحرارةThe mixture was refluxed for 5 hours
3. 3
   درجة الحرارةcooled to 0° C.
4. 4
   استخلاصThe mixture was extracted 3 times with ethyl acetate
5. 5
   تجفيفThe combined extracts were dried over Na2SO4
6. 6
   ترشيحfiltered
7. 7
   تركيزconcentrated in vacuo
8. 8
   ترشيحfiltrated
9. 9
   تركيزThe filtrate was concentrated in vacuo

الإجراء التجريبي

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.

المصدر