反応 #40901

反応方程式

ammonium chloride

7-bromoindole

4-chlorobutyronitrile

ethylmagnesium bromide

→

titled compound

4-(7-bromo-1H-indol-3-yl)butanenitrile

溶媒

toluene

反応条件

後処理

1. 1
   温度the mixture was heated
2. 2
   温度to reflux for 4.5 hours
3. 3
   抽出followed by extraction with ethyl acetate
4. 4
   洗浄The organic layer was washed in turn with water and saturated saline
5. 5
   乾燥dried over anhydrous magnesium sulfate
6. 6
   濃縮concentrated
7. 7
   その他The residue was purified by silica gel column chromatography (n-hexane:ethyl acetate=90:10→70:30)

実験手順

To an anhydrous toluene (12 mL) solution of 7-bromoindole (1.0 g) and 4-chlorobutyronitrile (0.26 g), ethylmagnesium bromide (3.0M diethyl ether solution; 1.7 mL) was added dropwise under ice cooling and the mixture was heated to reflux for 4.5 hours. To the reaction mixture, an aqueous saturated ammonium chloride solution was added under ice cooling, followed by extraction with ethyl acetate. The organic layer was washed in turn with water and saturated saline, dried over anhydrous magnesium sulfate and then concentrated. The residue was purified by silica gel column chromatography (n-hexane:ethyl acetate=90:10→70:30) to obtain the titled compound having the following physical properties (0.40 g).

出典