Potassium Carbonate → 5-(3-Ethenyl-4-nitrophenoxy)-2-(methylsulfonyl)pyridine
Reaktionsgleichung
[CH:1]([C:3]1[CH:8]=[C:7](F)[CH:6]=[CH:5][C:4]=1[N+:10]([O-:12])=[O:11])=[CH2:2].[CH3:13][S:14]([C:17]1[N:22]=[CH:21][C:20]([OH:23])=[CH:19][CH:18]=1)(=[O:16])=[O:15].C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O>[CH:1]([C:3]1[CH:8]=[C:7]([CH:6]=[CH:5][C:4]=1[N+:10]([O-:12])=[O:11])[O:23][C:20]1[CH:19]=[CH:18][C:17]([S:14]([CH3:13])(=[O:16])=[O:15])=[N:22][CH:21]=1)=[CH2:2]Komponenten
5
Reaktionsbedingungen
- Temperatur
- 60 °C
Versuchsvorschrift
A mixture of 2-ethenyl-4-fluoro-1-nitrobenzene (9.6 g), 6-(methylsulfonyl)pyridin-3-ol (10.0 g), potassium carbonate (8.3 g), and N,N-dimethylformamide (90 mL) was stirred at 60° C. for 25 hr. The reaction solution was concentrated under reduced pressure, to the obtained residue was added an aqueous citric acid solution, and the mixture was extracted with ethyl acetate. The organic layer was washed with aqueous citric acid solution and saturated brine, dried over magnesium sulfate, filtered and concentrated under reduced pressure. The obtained pale-yellow oil was crystallized from ethyl acetate-hexane to give the title compound (14.5 g, yield 79%) as pale-yellow crystals.
Aufarbeitung
- concentrationThe reaction solution was concentrated under reduced pressure, to the obtained residue
- additionwas added an aqueous citric acid solution
- extractionthe mixture was extracted with ethyl acetate
- washThe organic layer was washed with aqueous citric acid solution and saturated brine
- dry with materialdried over magnesium sulfate
- filtrationfiltered
- concentrationconcentrated under reduced pressure
- customThe obtained pale-yellow oil was crystallized from ethyl acetate-hexane
Quellen und Nachweise
- ORD-Eintrag
- ord-536f31d694254298b27f2188758433aa
- Quelldatensatz
- uspto-grants-2013_10
- Patentnummer
- US08557805B2
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