반응 #7051

반응 방정식

bromoacetonitrile

7-hydroxy-1H-indole

potassium carbonate

→

(1H-Indol-7-yloxy)-acetonitrile

용매

acetonitrile

반응 조건

후처리

1. 1
   기타In a 100 mL roundbottom flask equipped with a magnetic stirrer
2. 2
   온도to warm to ambient temperature
3. 3
   workup.STIRRINGstirring
4. 4
   세척The solution was washed with water (2×30 mL) and brine (1×30 mL)
5. 5
   건조dried over MgSO4
6. 6
   농축concentrated in vacuo
7. 7
   기타The resulting oily brown residue was purified by flash chromatography (95:5 ethyl acetate:hexanes to 85:15 ethyl acetate:hexanes over minutes)

실험 절차

In a 100 mL roundbottom flask equipped with a magnetic stirrer and rubber septum, 7-hydroxy-1H-indole (1.66 g., 12.48 mmol) was dissolved 50 mL anhydrous acetonitrile. The flask was charged with potassium carbonate (6.88 g., 49.9 mmol) and cooled to 0° C. While stirring, bromoacetonitrile (1.64 g., 13.73 mmol) was added dropwise over two minutes. The reaction mixture was allowed to warm to ambient temperature and stirring was continued for three hours. The solution was washed with water (2×30 mL) and brine (1×30 mL), dried over MgSO4 and concentrated in vacuo. The resulting oily brown residue was purified by flash chromatography (95:5 ethyl acetate:hexanes to 85:15 ethyl acetate:hexanes over minutes) to give (1H-Indol-7-yloxy)-acetonitrile as a crystalline solid (0.244-g.) ms: (M−H)−=171.2.

출처