反应详情

A suspension of 6-bromo-3-cyano-2-[1H]-quinolone (14.6 g) in dichloromethane (150 cm3) was stirred under nitrogen with trimethyloxonium tetrafluoroborate (10.35 g) for 2 days. A solution of 2M sodium hydroxide (100 cm3) was added and the aqueous phase was extracted with dichloromethane (3×200 cm3). The dried (MgSO4) extracts were concentrated in vacuo and the residue chromatographed on silica (Merck "MK 60.9385") eluting with hexane:ethyl acetate, 4:1, to give a solid which was recrystallised from ethyl acetate to afford 6-bromo-3-cyano-2-methoxyquinoline, m.p. 169°-172°, (1.96 g).

1. extractionthe aqueous phase was extracted with dichloromethane (3×200 cm3)
2. dry with materialThe dried (MgSO4) extracts
3. concentrationwere concentrated in vacuo
4. customthe residue chromatographed on silica (Merck "MK 60.9385")
5. washeluting with hexane
6. customethyl acetate, 4:1, to give a solid which
7. customwas recrystallised from ethyl acetate