反应详情

A solution of 6-bromo-2-chloro-8-methylquinoline (10.7 g) in methanol (80 cm3) was heated under reflux with a solution of sodium methoxide [made from sodium 2.76 g) in methanol (50 cm3)]for 24 hours. The cooled solution was then evaporated in vacuo and the residue was partitioned between chloroform (100 cm3) and water (50 cm3). The aqueous phase was further extracted with chloroform (2×50 cm3) and the combined and dried (MgSO4) organic phases were evaporated in vacuo to give a solid which was recrystallised from ethyl acetate:hexane, 1:9, to afford 6-bromo-2-methoxy-8-methylquinoline, m.p. 89°-91° (8.3 g).

1. custom]for 24 hours
2. customThe cooled solution was then evaporated in vacuo
3. customthe residue was partitioned between chloroform (100 cm3) and water (50 cm3)
4. extractionThe aqueous phase was further extracted with chloroform (2×50 cm3)
5. dry with materialdried (MgSO4) organic phases
6. customwere evaporated in vacuo
7. customto give a solid which
8. customwas recrystallised from ethyl acetate