Pyridine, 3-chloro-, 1-oxide → Pyridine, 3-methoxy-, 1-oxide

HRID 266912

Reaktionsgleichung

Reaktionsgleichung von HRID 266912
Cl[C:2]1[CH:3]=[N+:4]([O-:8])[CH:5]=[CH:6][CH:7]=1.[CH3:9][O-:10].[Na+]>CO>[CH3:9][O:10][C:2]1[CH:3]=[N+:4]([O-:8])[CH:5]=[CH:6][CH:7]=1

Komponenten

4

Edukt 2

HCID 123133Pyridine, 3-chloro-, 1-oxideHCID 10942334Sodium Methoxide

Produkt 1

HCID 139850Pyridine, 3-methoxy-, 1-oxideAusbeute 78 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

A solution of 3-chloropyridine-N-oxide (5.3g, 40 mmol) and 25% NaOMe in MeOH (25 ml) was refluxed for 24 hours under an argon atmosphere. The solvent was removed under reduced pressure and the residue was treated with CH2Cl2 and water. The organic phase was separated and dried (Na2SO4) and the solvent removed to give a residue which was triturated with hexane to yield 4 g (78%) of product as a crystalline solid, m.p. 99°-101° C. The structural assignment is supported by the proton NMR spectrum.

Aufarbeitung

  1. customThe solvent was removed under reduced pressure
  2. additionthe residue was treated with CH2Cl2 and water
  3. customThe organic phase was separated
  4. dry with materialdried (Na2SO4)
  5. customthe solvent removed
  6. customto give a residue which
  7. customwas triturated with hexane

Quellen und Nachweise

ORD-Eintrag
ord-1d234ef999c8460fb4c9a486bd20db82
Quelldatensatz
uspto-grants-1997_07
Patentnummer
US05652363

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