반응 #51692

반응 방정식

HCl

sodium hydride

6-Bromo-1H-indole-3-carboxylic acid

Bromoacetonitrile

→

6-Bromo-1-cyanomethyl-1H-indole-3-carboxylic acid

수율 68.0%

용매

water

dimethylformamide

반응 조건

후처리

1. 1
   workup.STIRRINGwas stirred at this temperature until no more bubbles
2. 2
   기타(ca. 20-30 minutes)
3. 3
   온도to warm to room temperature over the next hour
4. 4
   기타a precipitate formed
5. 5
   기타When dried the product
6. 6
   기타to be used directly in the next step without further purification

실험 절차

6-Bromo-1H-indole-3-carboxylic acid (0.24 g, 1 mmole) was dissolved in anhydrous dimethylformamide (2 ml) and cooled to 0° C. in a nitrogen atmosphere. With stirring, sodium hydride (60% in oil, 0.088 g, 2.2 mmole) was added all at once and the mixture was stirred at this temperature until no more bubbles evolved (ca. 20-30 minutes). Bromoacetonitrile (0.132 g, 1.1 mmole) was added to the reaction mixture which was then allowed to warm to room temperature over the next hour. The reaction mixture was poured into water, acidified with HCl and a precipitate formed. When dried the product weighed 0.190 g (68% yield) and was sufficiently pure to be used directly in the next step without further purification.

출처