2(1H)-Pyridinone, 1-(2-methoxyphenyl)- → 2-(2-oxo-2H-pyridin-1-yl)-phenol
Reaktionsgleichung
C(S)C.[Na].[O:5]=[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][N:7]1[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=1[O:18]C>CN(C=O)C>[O:5]=[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][N:7]1[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=1[OH:18]Komponenten
4
Edukt 2
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Reaktionsbedingungen
- Temperatur
- 100 °C
Versuchsvorschrift
Sodium ethanethiol (0.108 g, 1.29 mmol) was added to a solution of 2-(2-oxo-2H-pyridin-1-yl)-anisole (0.100 g, 0.497 mmol) in DMF (2 mL), and the reaction mixture was heated at 100° C. for 3 hr. The reaction mixture was partitioned between CHCl3 and saturated aqueous ammonium chloride and treated with 8N HCl (pH=1). The organic layer was separated, washed with H2O, brine, dried (Na2SO4), filtered, concentrated, and taken up in EtOAc, then extracted with 2% NaOH solution. The aqueous basic layer was acidified with 10% HCl solution, then extracted with EtOAc, the organic layer washed with brine, dried (Na2SO4), filtered, and concentrated to give the desired product.
Aufarbeitung
- customThe reaction mixture was partitioned between CHCl3 and saturated aqueous ammonium chloride
- additiontreated with 8N HCl (pH=1)
- customThe organic layer was separated
- washwashed with H2O, brine
- dry with materialdried (Na2SO4)
- filtrationfiltered
- concentrationconcentrated
- extractionextracted with 2% NaOH solution
- extractionextracted with EtOAc
- washthe organic layer washed with brine
- dry with materialdried (Na2SO4)
- filtrationfiltered
- concentrationconcentrated
Quellen und Nachweise
- ORD-Eintrag
- ord-8349e4848ee24d4e9eaa4c73a8acfd17
- Quelldatensatz
- uspto-grants-2001_10
- Patentnummer
- US06297239B1
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