反応 #51692

反応方程式

HCl

sodium hydride

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

Bromoacetonitrile

→

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

収率 68.0%

溶媒

water

dimethylformamide

反応条件

後処理

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

実験手順

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.

出典