반응 #6913

반응 방정식

2-iso-Propylsulfonylacetonitrile

Borane dimethylsulfide

HCl

→

title compound

Iso-Propylsulfonylethylamine

용매

THF

반응 조건

후처리

1. 1
   기타Prepared
2. 2
   온도warmed
3. 3
   온도to reflux under N2
4. 4
   온도at reflux
5. 5
   온도After cooling
6. 6
   기타the reaction to rt
7. 7
   기타The volatiles were removed
8. 8
   workup.ADDITIONfrexh methanol was added to the resulting residue
9. 9
   기타Again, the volatiles were removed
10. 10
    세척washed with saturated potassium carbonate (aqueous)
11. 11
    건조The organic layer was dried over sodium sulfate
12. 12
    기타the volatiles were removed

실험 절차

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+).

출처