反応 #6913

反応方程式

2-iso-Propylsulfonylacetonitrile

Borane dimethylsulfide

HCl

→

title compound

Iso-Propylsulfonylethylamine

溶媒

THF

反応条件

後処理

1. 1
   その他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
   その他the reaction to rt
7. 7
   その他The volatiles were removed
8. 8
   workup.ADDITIONfrexh methanol was added to the resulting residue
9. 9
   その他Again, the volatiles were removed
10. 10
    洗浄washed with saturated potassium carbonate (aqueous)
11. 11
    乾燥The organic layer was dried over sodium sulfate
12. 12
    その他the volatiles were removed

実験手順

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+).

出典