반응 #42167

반응 방정식

n-heptyl bromide

phenylmagnesium chloride

ammonium chloride

→

1-phenylheptane

용매

tetrahydrofuran

tetrahydrofuran

반응 조건

후처리

1. 1
   기타A 50-ml four-necked flask was equipped with a stirrer
2. 2
   workup.ADDITIONadded into the flask
3. 3
   기타The flask was purged with argon
4. 4
   workup.STIRRINGby stirring at 22° C. for 30 minutes
5. 5
   workup.STIRRINGby stirring at 22° C. for 30 minutes
6. 6
   workup.STIRRINGby stirring at 30° C. for 3 hours
7. 7
   workup.ADDITIONwas added
8. 8
   기타followed by separation
9. 9
   기타The organic phase was purified by column chromatography

실험 절차

A 50-ml four-necked flask was equipped with a stirrer, a thermometer, a dropping funnel and a reflux condenser. 0.045 g (0.2 mmol) of palladium (II) acetate and 2 ml of tetrahydrofuran were weighed in the flask, followed by stirring. Further, 0.096 g (0.2 mmol) of di-tert-butylmethylphosphonium tetraphenylborate obtained in Example B-1 was weighed in air and added into the flask. The flask was purged with argon, followed by stirring at 22° C. for 30 minutes. 3.582 g (20 mmol) of n-heptyl bromide was added, followed by stirring at 22° C. for 30 minutes. 10 ml (22 mmol) of 2.2M tetrahydrofuran solution of phenylmagnesium chloride was added dropwise at 30° C. over a period of 10 minutes, followed by stirring at 30° C. for 3 hours. After the completion of the reaction, 10 ml of saturated aqueous ammonium chloride solution was added, followed by separation. The organic phase was purified by column chromatography to afford 2.997 g of 1-phenylheptane (yield: 85 mol % based on n-heptyl bromide). The identification of the product was made by mass spectroscopy.

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