Ammonium formate → HCID 22939450, Verbindung

HRID 499588

Reaktionsgleichung

Reaktionsgleichung von HRID 499588
[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[CH:7]=[CH:8][CH2:9][CH2:10][CH2:11][CH2:12][C:13]([OH:15])=[O:14].C([O-])=O.[NH4+]>C(O)C.O.[C].[Pd]>[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][C:13]([OH:15])=[O:14]

Komponenten

6

Edukt 2

HCID 2723923Ammonium formateHCID 684573677-(2-Pyridyl)-6-heptenoic acid

Produkt 1

HCID 22939450HCID 22939450, VerbindungAusbeute 91,4 %

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 178418390HCID 178418390, VerbindungKatalysatorHCID 702EthanolLösungsmittelHCID 962WaterLösungsmittel

Versuchsvorschrift

7-(2-Pyridyl)-6-heptenoic acid (0.97 g, 4.7 mmol) was dissolved in ethanol (15 ml), and 10% palladium-carbon (0.16 g) and a solution of ammonium formate (1.7 g, 27.0 mmol) in water (2 ml) were added thereto. The reaction mixture was refluxed for 2 hrs. Palladium-carbon was filtered off. The reaction mixture was combined with water, concentrated under reduced pressure to the half amount and extracted with ethyl acetate. The organic layer was washed with saturated brine and dried over magnesium sulfate. The solvent was concentrated under reduced pressure to give the titled compound (0.89 g, 91%).

Aufarbeitung

  1. temperatureThe reaction mixture was refluxed for 2 hrs
  2. filtrationPalladium-carbon was filtered off
  3. concentrationconcentrated under reduced pressure to the half amount
  4. extractionextracted with ethyl acetate
  5. washThe organic layer was washed with saturated brine
  6. dry with materialdried over magnesium sulfate
  7. concentrationThe solvent was concentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-aa4057061bc8452ebfc384b864b0f52e
Quelldatensatz
uspto-grants-2010_08
Patentnummer
US07767665B2

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