2-Chloro-3-methoxypyridine → 2,3-Dimethoxypyridine

HRID 2246188

Reaktionsgleichung

Reaktionsgleichung von HRID 2246188
Cl[C:2]1[C:7]([O:8][CH3:9])=[CH:6][CH:5]=[CH:4][N:3]=1.[CH3:10][O-:11].[Na+]>CN(C)C=O>[CH3:10][O:11][C:2]1[C:7]([O:8][CH3:9])=[CH:6][CH:5]=[CH:4][N:3]=1

Komponenten

4

Edukt 2

HCID 1042522-Chloro-3-methoxypyridineHCID 10942334Sodium Methoxide

Produkt 1

HCID 46578092,3-DimethoxypyridineAusbeute 29 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

The 2-chloro-3-methoxypyridine (2) (13 g, 90.6 mmol), from Step I, was stirred with 3-equivalents of sodium methoxide (14.7 g, 271.8 mmol) in dimethylformamide (100 mL) at 100° C. until completion of the reaction. The reaction mixture was then quenched with water and extracted with dichloromethane. The combined extracts were washed with water, concentrated and distilled (74° C.; 5 mm Hg) to give the product, 2,3-dimethoxypyridine (3), as a clear oil (7 g; 29% yield for two steps).

Aufarbeitung

  1. customThe reaction mixture was then quenched with water
  2. extractionextracted with dichloromethane
  3. washThe combined extracts were washed with water
  4. concentrationconcentrated
  5. distillationdistilled (74° C.; 5 mm Hg)

Quellen und Nachweise

ORD-Eintrag
ord-7fa384e2807d4d1789c437b8efa79210
Quelldatensatz
uspto-grants-2010_03
Patentnummer
US07687487B2

Verknüpfte Notizen

Wird geladen…