تفاعل #337380

معادلة التفاعل

4-methoxyindole

sodium cyanoborohydride

→

4-methoxyindoline

المردود 54.2%

المذيبات

acetic acid

ظروف التفاعل

المعالجة

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

الإجراء التجريبي

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.

المصدر