Chloroform → 1-(4-bromobutyl)piperidin-2-one

Temperature

80 °C

2-piperidone (1.98 g, 20.0 mmoles) was dissolved in 40 ml of dimethylformamide, 60% sodium hydride (840 mg, 21.0 mmoles) was added to the solution, and the mixture was stirred at 80° C. for 1 hour. After cooling the mixture to room temperature, 1,4-dibromobutane (21.6 g, 100 mmoles) was added, and the resulting mixture was stirred at room temperature for 12 hours. After chloroform was added to the reaction mixture, insolubles were removed by filtration, and the filtrate was concentrated under reduced pressure. The residue was dissolved in chloroform and washed with water, and the solvent was evaporated. The residue was purified by chromatography on a silica gel column to give 1.30 g (yield 28%) of the title compound as an oil.

1. temperatureAfter cooling the mixture to room temperature
2. stirringthe resulting mixture was stirred at room temperature for 12 hours
3. customwere removed by filtration
4. concentrationthe filtrate was concentrated under reduced pressure
5. dissolutionThe residue was dissolved in chloroform
6. washwashed with water
7. customthe solvent was evaporated
8. customThe residue was purified by chromatography on a silica gel column

ORD record

ord-5947c882fbbd4de5b6aa47c338b74513

Source dataset

uspto-grants-1997_02

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05599815