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Water → 5-phenylpyridine-2-carboxylic Acid

HRID 1177971
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1177971
[OH2:1].[OH-:2].[Na+].[C:4]1([C:10]2[CH:11]=[CH:12][C:13]([C:16]#N)=[N:14][CH:15]=2)[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1>C(O)C>[C:4]1([C:10]2[CH:11]=[CH:12][C:13]([C:16]([OH:2])=[O:1])=[N:14][CH:15]=2)[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

5

Edukt 3

HCID 962WaterHCID 14798Sodium HydroxideHCID 9352765-Phenylpyridine-2-carbonitrile

Produkt 1

HCID 27628705-phenylpyridine-2-carboxylic AcidAusbeute 27 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

Water (1 mL) and NaOH (56 mg, 1.41 mmol) were added to a stirred solution of 5-phenyl-pyridine-2-carbonitrile (112 mg, 0.56 mmol) in ethanol at room temperature. The resulting mixture was heated at reflux temperature for 3 hours. The EtOH was evaporated, and the mixture was diluted with water (2 mL), acidified with citric acid solution and the product was extracted using EtOAc. The organic layer was washed with saturated brine solution, dried over Na2SO4 and concentrated under reduced pressure to afford 30 mg (27% yield) of 5-phenyl-pyridine-2-carboxylic acid.

Aufarbeitung

  1. temperatureThe resulting mixture was heated
  2. temperatureat reflux temperature for 3 hours
  3. customThe EtOH was evaporated
  4. additionthe mixture was diluted with water (2 mL)
  5. extractionthe product was extracted
  6. washThe organic layer was washed with saturated brine solution
  7. dry with materialdried over Na2SO4
  8. concentrationconcentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-d91f01daccec44579e53ad05ca7e830d
Quelldatensatz
uspto-grants-2010_11
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US07842696B2

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