تفاعل #91860

معادلة التفاعل

sodium triacetoxyborohydride

acetic acid

7-formyl indole

aminoethanol

→

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

المذيبات

1,2-dichloroethane

ظروف التفاعل

المعالجة

1. 1
   أخرىThe reaction mixture was quenched by addition of water (10 mL) and 1.0 M sodium hydroxide (10 mL)
2. 2
   أخرىThe organic layer was then separated
3. 3
   استخلاصthe aqueous layer extracted with 1,2-dichloroethane (40 mL)
4. 4
   غسيلThe combined organic extracts were washed with saturated sodium bicarbonate (2×30 mL), water (2×50 mL)
5. 5
   تجفيفdried over anhydrous sodium sulfate
6. 6
   أخرىevaporated to dryness

الإجراء التجريبي

To a solution of 7-formyl indole (2.4 g, 16.6 mmol) in 1,2-dichloroethane (60 mL) was added aminoethanol (1.2 mL, 19.8 mmol) followed by glacial acetic acid (2.0 mL) and sodium triacetoxyborohydride (3.5 g, 16.6 mmol). The reaction mixture was allowed to stir at room temperature for 16 hours. The reaction mixture was quenched by addition of water (10 mL) and 1.0 M sodium hydroxide (10 mL). The organic layer was then separated and the aqueous layer extracted with 1,2-dichloroethane (40 mL). The combined organic extracts were washed with saturated sodium bicarbonate (2×30 mL), water (2×50 mL), dried over anhydrous sodium sulfate and evaporated to dryness. 2-[(1H-indol-7-ylmethyl)-amino]-ethanol (4.4 g) was obtained as an oil LCMS (M+H)=189.

المصدر