反应详情

To 2-amino-5-fluorophenol (5.0 g, 39 mmol) in refluxing 6N HCl (50 mL) was added dropwise over 10 minutes (E)-but-2-enal (5.5 g, 79 mmol). The reaction was heated to reflux for 3 hours then cooled down and neutralized (pH=7-8) by addition of NH4OH. The aqueous phase was extracted with DCM. The combined organic phases were dried over MgSO4, filtered and concentrated to yield 6-fluoro-2-methylquinolin-8-ol (5.7 g, 82% yield) as a dark oil which solidified upon standing.

1. temperatureThe reaction was heated
2. temperatureto reflux for 3 hours
3. temperaturethen cooled down
4. extractionThe aqueous phase was extracted with DCM
5. dry with materialThe combined organic phases were dried over MgSO4
6. filtrationfiltered
7. concentrationconcentrated