Potassium Carbonate → Tert-butyl (3-methyl-4-((5-nitropyridin-2-yl)oxy)phenyl)carbamate
Reaktionsgleichung
[C:1]([O:5][C:6](=[O:16])[NH:7][C:8]1[CH:13]=[CH:12][C:11]([OH:14])=[C:10]([CH3:15])[CH:9]=1)([CH3:4])([CH3:3])[CH3:2].Cl[C:18]1[CH:23]=[CH:22][C:21]([N+:24]([O-:26])=[O:25])=[CH:20][N:19]=1.C(=O)([O-])[O-].[K+].[K+]>CN(C=O)C>[CH3:15][C:10]1[CH:9]=[C:8]([NH:7][C:6](=[O:16])[O:5][C:1]([CH3:4])([CH3:3])[CH3:2])[CH:13]=[CH:12][C:11]=1[O:14][C:18]1[CH:23]=[CH:22][C:21]([N+:24]([O-:26])=[O:25])=[CH:20][N:19]=1Komponenten
5
Edukt 3
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Reaktionsbedingungen
- Temperatur
- 80 °C
Versuchsvorschrift
To a DMF (50 ml) solution of tert-butyl(4-hydroxy-3-methylphenyl)carbamate (5.00 g) was added 2-chloro-5-nitropyridine (3.91 g) and potassium carbonate (4.64 g). After stirring at 80° C. for 4 hours, the mixture was concentrated under reduced pressure. The residue was diluted in AcOEt and water, and extracted with AcOEt. The organic layer was washed with water, saturated aqueous NaCl, dried over anhydrous Na2SO4 and concentrated under reduced pressure. To the residue were added Et2O and the mixture was stirred at room temperature for 2 hours. The resulting precipitate was collected by filtration to afford the title compound (6.04 g) as a brown powder.
Aufarbeitung
- concentrationthe mixture was concentrated under reduced pressure
- additionThe residue was diluted in AcOEt
- extractionwater, and extracted with AcOEt
- washThe organic layer was washed with water, saturated aqueous NaCl
- dry with materialdried over anhydrous Na2SO4
- concentrationconcentrated under reduced pressure
- additionTo the residue were added Et2O
- stirringthe mixture was stirred at room temperature for 2 hours
- filtrationThe resulting precipitate was collected by filtration
Quellen und Nachweise
- ORD-Eintrag
- ord-60458a703f4a4db5855e1a418eb427f7
- Quelldatensatz
- uspto-grants-2015_02
- Patentnummer
- US08946437B2
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