3-Acetoxy-6-fluoro-5-methylpyridine → 6-Fluoro-5-methylpyridin-3-ol
Reaktionsgleichung
C([O:4][C:5]1[CH:6]=[N:7][C:8]([F:12])=[C:9]([CH3:11])[CH:10]=1)(=O)C>[OH-].[Na+]>[F:12][C:8]1[C:9]([CH3:11])=[CH:10][C:5]([OH:4])=[CH:6][N:7]=1Komponenten
3
Edukt 1
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Versuchsvorschrift
The product of step 32d (3.6 g, 21.3 mmol) was dissolved in 20% aqueous NaOH (25 mL). After complete consumption of the starting material the solution was neutralized by addition of HCl. The aqueous mixture was extracted with ethyl acetate. The organic extracts were dried (MgSO4), and the solvent was evaporated. The crude product was triturated with hexane to yield 2.35 g (87%) of the title compound: MS (CI/NH3) m/z: 128 (M+H)+, 145 (M+NH4)+ ; 1H NMR (CDCl3, 300 MHz) δ: 7.61(t, J=2.2 Hz, 1H), 7.17 (m, 1 H), 2.25 (s, 3H).
Aufarbeitung
- customAfter complete consumption of the starting material the solution
- additionwas neutralized by addition of HCl
- extractionThe aqueous mixture was extracted with ethyl acetate
- dry with materialThe organic extracts were dried (MgSO4)
- customthe solvent was evaporated
- customThe crude product was triturated with hexane
Quellen und Nachweise
- ORD-Eintrag
- ord-c229255d6d3c4668a0b36798cf316587
- Quelldatensatz
- uspto-grants-2000_10
- Patentnummer
- US06133253
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