Sodium Methoxide → 6-Bromo-2-methoxyquinoline

HRID 568354

Reaktionsgleichung

Reaktionsgleichung von HRID 568354
Cl[C:2]1[CH:11]=[CH:10][C:9]2[C:4](=[CH:5][CH:6]=[C:7]([Br:12])[CH:8]=2)[N:3]=1.[CH3:13][O-:14].[Na+]>CO>[Br:12][C:7]1[CH:8]=[C:9]2[C:4](=[CH:5][CH:6]=1)[N:3]=[C:2]([O:14][CH3:13])[CH:11]=[CH:10]2

Komponenten

4

Edukt 2

HCID 10942334Sodium MethoxideHCID 128940866-Bromo-2-chloroquinoline

Produkt 1

HCID 106575386-Bromo-2-methoxyquinoline

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

A solution of 2-chloro-6-bromoquinoline (4.0 g) in methanol (20 cm3) was heated under reflux with sodium methoxide [made from sodium (0.5 g) and methanol (20 cm3)] for 16 hours. The solvent was removed in vacuo and the residue was partitioned, between water (20 cm3) and chloroform (100 cm3). The aqueous phase was extracted wth chloroform (2×30 cm3) and the dried (MgSO4) organic extracts were evaporated to give a solid which was recrystallised from petroleum ether (b.p. 60°-80°) to yield the title compound, m.p. 93°-96°, (3.0 g).

Aufarbeitung

  1. customThe solvent was removed in vacuo
  2. customthe residue was partitioned, between water (20 cm3) and chloroform (100 cm3)
  3. extractionThe aqueous phase was extracted wth chloroform (2×30 cm3)
  4. dry with materialthe dried (MgSO4) organic extracts
  5. customwere evaporated
  6. customto give a solid which
  7. customwas recrystallised from petroleum ether (b.p. 60°-80°)

Quellen und Nachweise

ORD-Eintrag
ord-80bb0d7044fe4160bd24da6454bc31de
Quelldatensatz
uspto-grants-1988_03
Patentnummer
US04728654

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