Potassium Cyanide → HCID 66989070, Verbindung

HRID 2407764Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2407764
Br[C:2]1[C:7]([N+:8]([O-:10])=[O:9])=[CH:6][CH:5]=[C:4]([O:11][CH2:12][CH3:13])[N:3]=1.[C-:14]#[N:15].[K+]>CN(C)C=O>[CH2:12]([O:11][C:4]1[N:3]=[C:2]([C:14]#[N:15])[C:7]([N+:8]([O-:10])=[O:9])=[CH:6][CH:5]=1)[CH3:13]

Komponenten

4

Edukt 2

HCID 9032Potassium CyanideHCID 8172142-bromo-6-ethoxy-3-nitropyridine

Produkt 1

HCID 66989070HCID 66989070, VerbindungAusbeute 38,7 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Reaktionsbedingungen

Temperatur
80 °C

Versuchsvorschrift

To a solution of the compound prepared in Example 279 (0.317 g) in N,N-dimethylformamide (6 mL) was added potassium cyanide (0.100 g) at room temperature. The mixture was heated at 80° C. for 18 hours and then cooled to room temperature. The solids were filtered, and the filtrate diluted with ethyl acetate, washed with 1N hydrochloric acid and water. The organic layer was filtered, evaporated in vacuo and purified by column chromatography on silica gel (10-50% ethyl acetate in hexane) to obtain the title compound (0.096 g) having the following physical data.

Aufarbeitung

  1. temperaturecooled to room temperature
  2. filtrationThe solids were filtered
  3. additionthe filtrate diluted with ethyl acetate
  4. washwashed with 1N hydrochloric acid and water
  5. filtrationThe organic layer was filtered
  6. customevaporated in vacuo
  7. custompurified by column chromatography on silica gel (10-50% ethyl acetate in hexane)

Quellen und Nachweise

ORD-Eintrag
ord-65af8d9478df47698328469f64d40e7e
Quelldatensatz
uspto-grants-2014_08
Patentnummer
US08809538B2

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