Hydrochloric Acid → 2-Methoxy-4-methyl-6-phenylpyridine-3-carbonitrile

HRID 1818901

Reaktionsgleichung

Reaktionsgleichung von HRID 1818901
Cl[C:2]1[N:9]=[C:8]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[CH:7]=[C:6]([CH3:16])[C:3]=1[C:4]#[N:5].[CH3:17][O-:18].[Na+].O.Cl>COCCOC>[CH3:17][O:18][C:2]1[N:9]=[C:8]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[CH:7]=[C:6]([CH3:16])[C:3]=1[C:4]#[N:5]

Komponenten

6

Edukt 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 8336882-Chloro-4-methyl-6-phenylnicotinonitrileHCID 10942334Sodium Methoxide

Produkt 1

HCID 218201152-Methoxy-4-methyl-6-phenylpyridine-3-carbonitrileAusbeute 83 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 80711,2-DimethoxyethaneLösungsmittel

Versuchsvorschrift

2-chloro4-methyl-6-phenyl-nicotinonitrile (455 mg, 1.99 mmol) was dissolved in 20 mL of DME, added with 95% sodium methoxide (1.13 g, 19.90 mmol) and then stirred at room temperature for about 1 hour. The mixture was added to cool water and was adjusted to have a pH of about 6 to 7 with 10% HCl and then extracted with ethyl acetate. A silica gel column chromatography (10% EtOAc/Hexane) was performed on the resulting residue and 370 mg (83%) of 2-methoxy-4-methyl-6-phenyl-nicotinonitrile was obtained in white solid.

Aufarbeitung

  1. additionThe mixture was added
  2. extractionextracted with ethyl acetate

Quellen und Nachweise

ORD-Eintrag
ord-2a430fb9439b42139e50a1069745ef51
Quelldatensatz
uspto-grants-2009_10
Patentnummer
US07601736B2

Verknüpfte Notizen

Wird geladen…