تفاعل #2254232

معادلة التفاعل

2-aminoethanol

sodium bicarbonate

5-fluoro-1H-indole-7-carbaldehyde

sodium triacetoxyborohydride

NaOH

acetic acid

→

desired compound

المردود 96.0%

2-[(5-Fluoro-1H-indol-7-ylmethyl)-amino]-ethanol

المردود 96.0%

المذيبات

1,2-dichloroethane

ظروف التفاعل

المعالجة

1. 1
   workup.STIRRINGStir the reaction mixture at room temperature for 3 hours
2. 2
   استخلاصExtract with ethyl acetate (100 mL×3)
3. 3
   غسيلWash the organic phase with saturated aqueous sodium chloride (200 mL×2)
4. 4
   تجفيفdry over sodium sulfate
5. 5
   تركيزconcentrate under reduced pressure

الإجراء التجريبي

Add 2-aminoethanol (1.93 mL, 32.0 mmol) followed by acetic acid (2.01 mL, 48.0 mmol) to a solution of 5-fluoro-1H-indole-7-carbaldehyde (2.6 g, 16.0 mmol) in 1,2-dichloroethane (40 mL). Stir at room temperature for 15 minutes. Add sodium triacetoxyborohydride (4.07 g, 19.2 mmol) portion wise. Stir the reaction mixture at room temperature for 3 hours. Add saturated aqueous sodium bicarbonate (100 mL) slowly followed by 1 N NaOH to pH ˜9. Extract with ethyl acetate (100 mL×3). Wash the organic phase with saturated aqueous sodium chloride (200 mL×2), dry over sodium sulfate, and concentrate under reduced pressure to provide the desired compound as a pale yellow solid (3.2 g, 96%).

المصدر