Sodium Hydroxide → 6-Bromo-2-methoxyquinoline

HRID 985998

Reaktionsgleichung

Reaktionsgleichung von HRID 985998
[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[NH:8][C:7](=[O:12])[CH:6]=[CH:5]2.F[B-](F)(F)F.[CH3:18][O+](C)C.[OH-].[Na+]>ClCCl>[CH3:18][O:12][C:7]1[CH:6]=[CH:5][C:4]2[C:9](=[CH:10][CH:11]=[C:2]([Br:1])[CH:3]=2)[N:8]=1

Komponenten

5

Edukt 3

HCID 14798Sodium HydroxideHCID 2735153Oxonium, trimethyl-, tetrafluoroborate(1-) (1:1)HCID 123789436-Bromoquinolin-2(1H)-one

Produkt 1

HCID 106575386-Bromo-2-methoxyquinoline

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

A mixture of 6-bromo-2-[1H]-quinolone (2.90 g) and trimethyloxoniumtetrafluoroborate (2.10 g) was stirred in dichloromethane (50 cm3) for 48 hours under nitrogen. Aqueous 10% sodium hydroxide (20 cm3) was added and the aqueous phase was extracted with dichloromethane (2×40 cm3). The dried (MgSO4) extracts were evaporated and the residue was crystallised from petroleum ether (b.p. 60°-80°) to yield 2-methoxy-6-bromoquinoline, m.p. 90°-94°, (2.16 g).

Aufarbeitung

  1. extractionthe aqueous phase was extracted with dichloromethane (2×40 cm3)
  2. dry with materialThe dried (MgSO4) extracts
  3. customwere evaporated
  4. customthe residue was crystallised from petroleum ether (b.p. 60°-80°)

Quellen und Nachweise

ORD-Eintrag
ord-199d7d70815b4cc98a0cae6d0606db50
Quelldatensatz
uspto-grants-1987_12
Patentnummer
US04710507

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