تفاعل #644405

معادلة التفاعل

sodium cyanoborohydride

6-fluoro-indole

sodium hydroxide

→

desired compound

المردود 76.0%

2,3-dihydro-6-fluoro-indole

المردود 76.0%

المذيبات

acetic acid

ظروف التفاعل

المعالجة

1. 1
   استخلاصextract with ethyl acetate
2. 2
   غسيلWash the combined organic phases with saturated aqueous sodium bicarbonate
3. 3
   تركيزConcentrated under reduced pressure

الإجراء التجريبي

Add sodium cyanoborohydride (5.57 g, 88.78 mmol) to a solution of 6-fluoro-indole (10 g, 73.99 mmol) in acetic acid (100 ml). Stir at room temperature for 30 minutes. Pour the reaction mixture into 5N sodium hydroxide and extract with ethyl acetate. Wash the combined organic phases with saturated aqueous sodium bicarbonate followed by saturated aqueous sodium chloride. Concentrated under reduced pressure and subject the residue to silica gel chromatography to provide the desired compound as a colorless oil (7.69 g, 76%).

المصدر