Sodium Hydroxide → HCID 21930423, Verbindung

HRID 1243724Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1243724
Cl[C:2]1[N:9]=[C:8]([CH3:10])[CH:7]=[CH:6][C:3]=1[C:4]#[N:5].[OH:11][C:12]1[C:13]([O:20][CH3:21])=[C:14]([CH:17]=[CH:18][CH:19]=1)[CH:15]=[O:16].[F-].[K+].[OH-].[Na+]>CN(C=O)C>[CH:15]([C:14]1[C:13]([O:20][CH3:21])=[C:12]([CH:19]=[CH:18][CH:17]=1)[O:11][C:2]1[N:9]=[C:8]([CH3:10])[CH:7]=[CH:6][C:3]=1[C:4]#[N:5])=[O:16]

Komponenten

6

Edukt 4

HCID 14798Sodium HydroxideHCID 5204002-Chloro-6-methylpyridine-3-carbonitrileHCID 522689Potassium FluorideHCID 118049533-Hydroxy-2-methoxybenzaldehyde

Produkt 1

HCID 21930423HCID 21930423, VerbindungAusbeute 69,9 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

2-Chloro-6-methylnicotinonitrile (0.25 g, 1.6 mmol), 3-hydroxy-2-methoxybenzaldehyde (0.25 g, 1.6 mmol) and potassium fluoride (0.29 g, 4.9 mmol) were heated with stirring in dry DMF (4 mL) at 120° C. for 5 h. The reaction mixture was cooled, poured into 1N sodium hydroxide solution and extracted with ethyl acetate. The ethyl acetate layer was separated, washed with 1N sodium hydroxide solution (2×), water (3×), brine (1×), and dried over MgSO4. After filtration, the solvent was removed in vacuo to yield 2-(3-formyl-2-methoxy-phenoxy)-6-methyl-nicotinonitrile (0.30 g, 68%) as a yellow solid.

Aufarbeitung

  1. temperatureThe reaction mixture was cooled
  2. extractionextracted with ethyl acetate
  3. customThe ethyl acetate layer was separated
  4. washwashed with 1N sodium hydroxide solution (2×), water (3×), brine (1×)
  5. dry with materialdried over MgSO4
  6. filtrationAfter filtration
  7. customthe solvent was removed in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-796a9d8784c3415daf7b5a010887f75d
Quelldatensatz
uspto-grants-2006_10
Patentnummer
US07119122B2

Notizen zur Reaktion

Wird geladen…