Benzene → 7-Piperidinoheptanenitrile

In a flask equipped with a dropping funnel and a cooler was placed a mixture of 8.94 g of piperidine, 7.7 ml of benzene and 1.5 ml of chloroform. The mixture was refluxed by heating, and to the mixture was dropwise added 9.50 g of 7-bromoheptanenitrile. After the addition was complete, the mixture was further refluxed by heating for 4 hours and then cooled under ambient condition. To the mixture was added ether, and the resulting mixture was stirred for a while. The reaction mixture was filtered to remove insolubles. The insolubles were washed with ether. The filtrate and washings were combined and concentrated under reduced pressure. The residue was distilled under reduced pressure to give 7-piperidinoheptanenitrile as a colorless oil, yield: 8.92 g (theoretical yield).

1. customIn a flask equipped with a dropping funnel
2. temperatureThe mixture was refluxed
3. temperatureby heating
4. additionAfter the addition
5. temperaturethe mixture was further refluxed
6. temperatureby heating for 4 hours
7. temperaturecooled under ambient condition
8. filtrationThe reaction mixture was filtered
9. customto remove insolubles
10. washThe insolubles were washed with ether
11. concentrationconcentrated under reduced pressure
12. distillationThe residue was distilled under reduced pressure
13. customto give

ORD record

ord-31e562da7b7d43b5894ec849e8bcd488

Source dataset

uspto-grants-1991_12

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05070196