Cesium carbonate → HCID 66726062, Verbindung
Reaktionsgleichung
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([OH:10])=[CH:6][C:5]=1[O:11][CH:12]1[CH2:17][CH2:16][O:15][CH2:14][CH2:13]1)([O-:3])=[O:2].Br[C:19]1[CH:24]=[CH:23][C:22]([S:25]([CH3:28])(=[O:27])=[O:26])=[CH:21][N:20]=1.C(=O)([O-])[O-].[Cs+].[Cs+]>CN(C)C=O>[CH3:28][S:25]([C:22]1[CH:23]=[CH:24][C:19]([O:10][C:7]2[CH:8]=[CH:9][C:4]([N+:1]([O-:3])=[O:2])=[C:5]([O:11][CH:12]3[CH2:17][CH2:16][O:15][CH2:14][CH2:13]3)[CH:6]=2)=[N:20][CH:21]=1)(=[O:27])=[O:26]Komponenten
5
Edukt 3
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Reaktionsbedingungen
- Temperatur
- 100 °C
Versuchsvorschrift
A mixture of 4-nitro-3-(tetrahydro-2H-pyran-4-yloxy)phenol (23.0 g), 2-bromo-5-(methylsulfonyl)pyridine (22.7 g), cesium carbonate (62.6 g), and N,N-dimethylformamide (200 mL) was stirred at 100° C. for 1.5 hr. The reaction solution was concentrated under reduced pressure, water was added to the residue, and the mixture was extracted with ethyl acetate-tetrahydrofuran. The organic layer was washed with saturated brine, dried over magnesium sulfate, filtered and concentrated under reduced pressure. The obtained solid was washed with diethyl ether-hexane to give the title compound (30.0 g, yield 81%) as a brown solid.
Aufarbeitung
- concentrationThe reaction solution was concentrated under reduced pressure, water
- additionwas added to the residue
- extractionthe mixture was extracted with ethyl acetate-tetrahydrofuran
- washThe organic layer was washed with saturated brine
- dry with materialdried over magnesium sulfate
- filtrationfiltered
- concentrationconcentrated under reduced pressure
- washThe obtained solid was washed with diethyl ether-hexane
Quellen und Nachweise
- ORD-Eintrag
- ord-0ade291b26a749809124f38441ba821f
- Quelldatensatz
- uspto-grants-2013_10
- Patentnummer
- US08557805B2
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