تفاعل #42171

معادلة التفاعل

ammonium chloride

tetrahydrofuran

phenylmagnesium chloride

4-chlorobenzonitrile

→

4-cyanobiphenyl

المذيبات

N-methylpyrrolidinone

toluene

ظروف التفاعل

المعالجة

1. 1
   أخرىA 50-ml four-necked flask was equipped with a stirrer
2. 2
   أخرىThe flask was purged with argon
3. 3
   workup.STIRRINGby stirring at 25° C. for 30 minutes
4. 4
   أخرىThe reaction liquid
5. 5
   أخرىpreviously obtained
6. 6
   workup.ADDITIONwas added
7. 7
   workup.STIRRINGby stirring at 25° C. for 30 minutes
8. 8
   workup.STIRRINGby stirring at 120° C. for 9 hours
9. 9
   workup.ADDITIONwere added
10. 10
    أخرىfollowed by separation
11. 11
    أخرىThe organic phase was purified by column chromatography

الإجراء التجريبي

A 50-ml four-necked flask was equipped with a stirrer, a thermometer, a dropping funnel and a reflux condenser. 1.090 g (8 mmol) of zinc chloride and 4 ml of N-methylpyrrolidinone were weighed in the flask. The flask was purged with argon, followed by stirring. 3.4 ml (7.5 mmol) of 2.2M tetrahydrofuran solution of phenylmagnesium chloride was added dropwise at 25° C. over a period of 30 minutes, followed by stirring at 25° C. for 30 minutes. The reaction liquid previously obtained was added, followed by stirring at 25° C. for 30 minutes. Further, 0.688 g (5 mmol) of 4-chlorobenzonitrile was added, followed by stirring at 120° C. for 9 hours. After the completion of the reaction, 10 ml of toluene and 10 ml of saturated aqueous ammonium chloride solution were added, followed by separation. The organic phase was purified by column chromatography to afford 0.672 g of 4-cyanobiphenyl (yield: 75 mol % based on 4-chlorobenzonitrile). The identification of the product was made by mass spectroscopy.

المصدر