Acetyl chloride → 4-Phenyl-2-pyridinecarbonitrile

HRID 556390

Reaktionsgleichung

Reaktionsgleichung von HRID 556390
[C:1]1([C:7]2[CH:12]=[CH:11][N+:10]([O-])=[CH:9][CH:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C[Si]([C:18]#[N:19])(C)C.C(Cl)(=O)C.C([O-])([O-])=O.[Na+].[Na+]>C(Cl)Cl>[C:1]1([C:7]2[CH:12]=[CH:11][N:10]=[C:9]([C:18]#[N:19])[CH:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Komponenten

6

Edukt 4

HCID 6367Acetyl chlorideHCID 10340Sodium CarbonateHCID 708034-Phenylpyridine-1-oxideHCID 82115Trimethylsilyl cyanide

Produkt 1

HCID 877584-Phenyl-2-pyridinecarbonitrile

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To a solution of 4-phenylpyridine N-oxide (5 g) in DCM (50 mL) was added at RT trimethylsilylcyanide (11 mL), followed by acetyl chloride (3.1 mL) over 10 min. The reaction mixture was stirred overnight at RT. A solution of aq. 10% Na2CO3 was added and the mixture was extracted with EA. The combined org. phases were washed with brine, dried (Na2SO4) and evaporated off. Filtration over a plug of silica gel (Hept/EA 1/1) gave the desired compound (450 mg).

Aufarbeitung

  1. extractionthe mixture was extracted with EA
  2. washphases were washed with brine
  3. dry with materialdried (Na2SO4)
  4. customevaporated off
  5. filtrationFiltration over a plug of silica gel (Hept/EA 1/1)

Quellen und Nachweise

ORD-Eintrag
ord-9c430b76a63140548e31507170d80bec
Quelldatensatz
uspto-grants-2011_11
Patentnummer
US08058263B2

Verknüpfte Notizen

Wird geladen…