反应详情

To a solution of (R)-8-(1-methoxypropan-2-yloxy)-2-methylquinoline (0.45 g, 1.9 mmol) in dioxane (35 mL) and water (0.35 mL) was added selenium dioxide (0.26 g, 2.3 mmol) and the resultant mixture heated at reflux for 2 hours. The cooled reaction mixture was filtered through a plug of Celite® to remove solids, rinsing with dichloromethane. The filtrate was concentrated under reduced pressure and purified by normal phase chromatography on silica gel (10-20% ethyl acetate/hexanes) to afford the title compound (0.42 g, 88%).

1. temperatureat reflux for 2 hours
2. customThe cooled reaction mixture
3. filtrationwas filtered through a plug of Celite®
4. customto remove solids
5. washrinsing with dichloromethane
6. concentrationThe filtrate was concentrated under reduced pressure
7. custompurified by normal phase chromatography on silica gel (10-20% ethyl acetate/hexanes)