Propanedioic acid, 2-[2-(2-pyridinyl)ethyl]-, 1,3-diethyl ester → 4-(Pyridin-2-yl)butanoic acid

HRID 128667Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 128667
[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[CH2:7][CH2:8][CH:9](C(OCC)=O)[C:10]([O:12]CC)=[O:11]>C(O)C.[OH-].[Na+]>[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[CH2:7][CH2:8][CH2:9][C:10]([OH:12])=[O:11]

Komponenten

4

Edukt 1

HCID 15591894Propanedioic acid, 2-[2-(2-pyridinyl)ethyl]-, 1,3-diethyl ester

Produkt 1

HCID 137371714-(Pyridin-2-yl)butanoic acidAusbeute 77,3 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 702EthanolLösungsmittelHCID 14798Sodium HydroxideLösungsmittel

Versuchsvorschrift

A solution of diethyl β-(2-pyridyl)-ethylmalonate (25 g, 94 mmol) in ethanol (100 mL) and NaOH (1M, 200 mL) was refluxed for 2 hours. The ethanol was removed by distillation, and the solution was acidified with concentrated H2SO4. The resulting solution was refluxed for 30 minutes, and then the pH was adjusted to 4. The solvent was removed and the residue was dried under vacuum. The residue was suspended in ethanol and filtered. The ethanol was removed to yield 4-(2-pyridyl)butanoic acid (46) (12 g).

Aufarbeitung

  1. customThe ethanol was removed by distillation
  2. temperatureThe resulting solution was refluxed for 30 minutes
  3. customThe solvent was removed
  4. customthe residue was dried under vacuum
  5. filtrationfiltered
  6. customThe ethanol was removed

Quellen und Nachweise

ORD-Eintrag
ord-0c58b0ff41514aa99dbd82faa90118d8
Quelldatensatz
uspto-grants-1995_11
Patentnummer
US05464830

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