反应详情

5-Chloromethyl-8-hydroxyquinoline (46 g) (prepared by the method of Kolobielski, J. Heterocyclic Chem. 275, (1966)), sodium acetate (16.4 g) and hydroxyethyl methacrylate (200 ml) were stirred and heated on a steam bath for 5 hours, and the resulting slurry was dissolved in water (1 liter). Solid sodium carbonate was added until alkaline, and then the precipitate was collected, washed with water, dissolved in ether (500 ml), dried with MgSO4, and then treated with HCl gas to precipitate the hydrochloride salt. The latter was collected, washed with ether, air dried, dissolved in water (1 liter), and treated with solid sodium carbonate until alkaline. The resulting precipitate was collected, washed with water, dried, and crystallized from light petroleum (b.p. 60°-80° C.) to give 23 g colorless needles, m.p. 90°-1° C.

1. temperatureheated on a steam bath for 5 hours
2. customthe precipitate was collected
3. washwashed with water
4. dissolutiondissolved in ether (500 ml)
5. dry with materialdried with MgSO4
6. additiontreated with HCl gas
7. customto precipitate the hydrochloride salt
8. customThe latter was collected
9. washwashed with ether, air
10. customdried
11. dissolutiondissolved in water (1 liter)
12. additiontreated with solid sodium carbonate until alkaline
13. customThe resulting precipitate was collected
14. washwashed with water
15. customdried
16. customcrystallized from light petroleum (b.p. 60°-80° C.)