تفاعل #40901

معادلة التفاعل

ammonium chloride

7-bromoindole

4-chlorobutyronitrile

ethylmagnesium bromide

→

titled compound

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

المذيبات

toluene

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةthe mixture was heated
2. 2
   درجة الحرارةto reflux for 4.5 hours
3. 3
   استخلاصfollowed by extraction with ethyl acetate
4. 4
   غسيلThe organic layer was washed in turn with water and saturated saline
5. 5
   تجفيفdried over anhydrous magnesium sulfate
6. 6
   تركيزconcentrated
7. 7
   أخرىThe residue was purified by silica gel column chromatography (n-hexane:ethyl acetate=90:10→70:30)

الإجراء التجريبي

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).

المصدر