反应详情

To 2-oxo-1,2,5,6,7,8-hexahydroquinoline-3-carbonitrile (6.0 g, 34.4 mmol) was added phosphorus oxychloride (20 mL), this mixture was stirred at RT for 1 h, and then refluxed for 12 h. Excess phosphorous oxychloride was distilled off, and the residue was poured into ice cooled water. The aqueous solution was basified with saturated sodium bicarbonate solution, and the precipitate that formed was filtered off. The precipitate was purified by column chromatography eluting with 2% ethyl acetate and petroleum ether to afford 2-chloro-5,6,7,8-tetrahydro-quinoline-3-carbonitrile (5.00 g), yield: 75%.

1. temperaturerefluxed for 12 h
2. distillationExcess phosphorous oxychloride was distilled off
3. additionthe residue was poured into ice
4. temperaturecooled water
5. customthe precipitate that formed
6. filtrationwas filtered off
7. customThe precipitate was purified by column chromatography
8. washeluting with 2% ethyl acetate and petroleum ether