反应详情

A mixture of 25 g (91 mmol) of 2-(4-chlorophenyl)-6-fluoro-4-hydroxyquinoline and 50 ml of phosphorus oxychloride was stirred and heated under reflux for 2 hr. It was then cooled, poured onto ice and diluted with 500 ml of methylene chloride. This mixture was then made alkaline with 3N sodium hydroxide. The organic phase was separated, and the aqueous phase was extracted with 2×200 ml of methylene chloride. The organic extracts were combined, washed with water and with brine, dried over sodium sulfate, and concentrated in vacuo. The residue was collected and washed with hexane to give 22.2 g of product as a brownish solid, mp 169°-172°.

1. temperatureheated
2. temperatureunder reflux for 2 hr
3. temperatureIt was then cooled
4. additionpoured onto ice
5. customThe organic phase was separated
6. extractionthe aqueous phase was extracted with 2×200 ml of methylene chloride
7. washwashed with water and with brine
8. dry with materialdried over sodium sulfate
9. concentrationconcentrated in vacuo
10. customThe residue was collected
11. washwashed with hexane