反应 #6913

反应方程式

2-iso-Propylsulfonylacetonitrile

Borane dimethylsulfide

HCl

→

title compound

Iso-Propylsulfonylethylamine

溶剂

THF

反应条件

后处理

1. 1
   其他Prepared
2. 2
   温度warmed
3. 3
   温度to reflux under N2
4. 4
   温度at reflux
5. 5
   温度After cooling
6. 6
   其他the reaction to rt
7. 7
   其他The volatiles were removed
8. 8
   workup.ADDITIONfrexh methanol was added to the resulting residue
9. 9
   其他Again, the volatiles were removed
10. 10
    洗涤washed with saturated potassium carbonate (aqueous)
11. 11
    干燥The organic layer was dried over sodium sulfate
12. 12
    其他the volatiles were removed

实验过程

Prepared according to Procedure K. 2-iso-Propylsulfonylacetonitrile (0.50 g, 3.39 mmol) was dissolved in THF and warmed to reflux under N2. Borane dimethylsulfide (2M, 1.7 mL, 3.39 mmol) was added dropwise and the reaction was stirred for an additional 40 minutes at reflux. After cooling the reaction to rt, HCl (2 M in MeOH) was added to the reaction slowly due to gas evolution. The volatiles were removed and frexh methanol was added to the resulting residue. Again, the volatiles were removed and the resulting residue was taken up in CH2Cl2 (25 mL) and washed with saturated potassium carbonate (aqueous). The organic layer was dried over sodium sulfate and the volatiles were removed to afford the title compound. GC-MS m/z 152 (MH+).

来源