Methanol → 6-Methoxynicotinic acid

HRID 235850

Reaktionsgleichung

Reaktionsgleichung von HRID 235850
Cl[C:2]1[N:7]=[CH:6][C:5]([C:8]([OH:10])=[O:9])=[CH:4][CH:3]=1.[CH3:11][OH:12]>C[O-].[Na+]>[CH3:11][O:12][C:2]1[N:7]=[CH:6][C:5]([C:8]([OH:10])=[O:9])=[CH:4][CH:3]=1

Komponenten

4

Edukt 2

HCID 887MethanolHCID 792226-Chloronicotinic acid

Produkt 1

HCID 5924996-Methoxynicotinic acid

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 10942334Sodium MethoxideLösungsmittel

Versuchsvorschrift

To a suspension of 6-chloropyridine-3-carboxylic acid (4.15 g) in methanol (40 cc), 4 M methanolic sodium methylate solution (40 cc) is added. The mixture is heated under reflux for 60 hours. The solvent is distilled off under reduced pressure (4 kPa). The residue is taken up in distilled water (100 cc) and the mixture is acidified to pH 5 with hydrochloric acid in 11.9 M aqueous solution. The precipitate produced is separated by filtration, washed with distilled water (5×10 cc) and dried in the air. 6-Methoxypyridine-3-carboxylic acid (3.3 g) is produced, m.p. 180° C.

Aufarbeitung

  1. additionis added
  2. temperatureThe mixture is heated
  3. temperatureunder reflux for 60 hours
  4. distillationThe solvent is distilled off under reduced pressure (4 kPa)
  5. customThe precipitate produced
  6. customis separated by filtration
  7. washwashed with distilled water (5×10 cc)
  8. customdried in the air

Quellen und Nachweise

ORD-Eintrag
ord-25f2f5f4775e4709968269a240fc8baa
Quelldatensatz
uspto-grants-1987_02
Patentnummer
US04642308

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