2-Chloro-4,6-dimethyl-3-pyridinecarbonitrile → 2-Methoxy-4,6-dimethylnicotinonitrile

HRID 1818889Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1818889
Cl[C:2]1[N:9]=[C:8]([CH3:10])[CH:7]=[C:6]([CH3:11])[C:3]=1[C:4]#[N:5].[CH3:12][O-:13].[Na+]>CO>[CH3:12][O:13][C:2]1[N:9]=[C:8]([CH3:10])[CH:7]=[C:6]([CH3:11])[C:3]=1[C:4]#[N:5]

Komponenten

4

Edukt 2

HCID 2232612-Chloro-4,6-dimethyl-3-pyridinecarbonitrileHCID 10942334Sodium Methoxide

Produkt 1

HCID 5952762-Methoxy-4,6-dimethylnicotinonitrileAusbeute 99 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

2-chloro-4,6-dimethyl-nicotinonitrile (2.5 g, 15.01 mmol) was dissolved in anhydrous methanol(70 mL), added with sodium methoxide (4.27 g, 75.03 mmol) at 0° C. and stirred for about 10 hours at nitrogen atmosphere. The above mixture was concentrated under reduced pressure and then neutrailized with a saturated solution of ammonium chloride and then extracted twice with 150 mL of methylenechloride. The resulting organic layer was dried using anhydrous sodium sulfate, filtered and concentrated. A silica gel column chromatography (20% EtOAc/Hexanes) was performed on the resulting residue and 2.41 g (99%) of 2-methoxy-4,6-dimethyl-nicotinonitrile was obtained in white solid.

Aufarbeitung

  1. concentrationThe above mixture was concentrated under reduced pressure
  2. extractionextracted twice with 150 mL of methylenechloride
  3. customThe resulting organic layer was dried
  4. filtrationfiltered
  5. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-e28f252b51354faba53f784a24ab9b6d
Quelldatensatz
uspto-grants-2009_10
Patentnummer
US07601736B2

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