반응 #337380

반응 방정식

4-methoxyindole

sodium cyanoborohydride

→

4-methoxyindoline

수율 54.2%

용매

acetic acid

반응 조건

후처리

1. 1
   온도cooled in an ice bath
2. 2
   workup.ADDITIONAfter the addition
3. 3
   기타to come to room temperature
4. 4
   기타The solvent was removed under vacuum
5. 5
   세척washed with sodium carbonate solution, water and finally with brine
6. 6
   기타The organic layer was evaporated
7. 7
   기타the resulting product was purified on a silica gel column
8. 8
   세척eluting with ethyl acetate:dichloromethane (5:95)

실험 절차

4-methoxyindole (0.735 g) was dissolved in acetic acid (25 ml) and cooled in an ice bath. To this solution was added sodium cyanoborohydride (0.942 g) in portions. After the addition was complete, the solution was allowed to come to room temperature and the solution was stirred for an hour. The solvent was removed under vacuum and the residue was taken up in ethyl acetate, washed with sodium carbonate solution, water and finally with brine. The organic layer was evaporated and the resulting product was purified on a silica gel column eluting with ethyl acetate:dichloromethane (5:95) to give 0.404 g of 4-methoxyindoline.

출처