反应 #1914853

反应方程式

HCl

4-Azidomethyl-2,6-difluorobenzonitrile

sodium borohydride

→

4-Aminomethyl-2,6-difluorobenzonitrile

溶剂

water

THF

water

反应条件

后处理

1. 1
   其他Some gas evolution resulted
2. 2
   workup.ADDITIONadded to the aqueous mixture on an ice bath over 15 min
3. 3
   workup.ADDITIONwas added
4. 4
   过滤the mixture was filtered through Celite
5. 5
   洗涤The Celite was rinsed with more water
6. 6
   洗涤the combined aqueous phase was washed with EtOAc and subsequently made alkaline with 2M NaOH
7. 7
   萃取Extraction three times with methylene chloride
8. 8
   洗涤the combined organic phase was washed with water
9. 9
   干燥dried (Na2SO4)
10. 10
    其他evaporated

实验过程

This reaction was carried out according to the procedure described in J. Chem. Res. (M) (1992) 3128. To a suspension of 520 mg of 10% Pd/C (50% moisture) in 20 mL of water was added a solution of sodium borohydride (0.834 g, 0.0221 mol) in 20 mL of water. Some gas evolution resulted. 4-Azidomethyl-2,6-difluorobenzonitrile (1.26 g, 6.49 mmol; see step (xiii) above) was dissolved in 50 mL of THF and added to the aqueous mixture on an ice bath over 15 min. The mixture was stirred for 4 h, whereafter 20 mL of 2M HCl was added and the mixture was filtered through Celite. The Celite was rinsed with more water and the combined aqueous phase was washed with EtOAc and subsequently made alkaline with 2M NaOH. Extraction three times with methylene chloride followed and the combined organic phase was washed with water, dried (Na2SO4) and evaporated. Yield: 0.87 g (80%).

来源