Sodium Bicarbonate → 2'-Fluoro-2-(1-fluoro-3,3-dimethylbutyl)-5'-methoxy-4-((4-methoxybenzyl)oxy)biphenyl
Reaktionsgleichung
[F:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][CH3:9])=[CH:4][C:3]=1[C:10]1[CH:15]=[CH:14][C:13]([O:16][CH2:17][C:18]2[CH:23]=[CH:22][C:21](OC)=[CH:20][CH:19]=2)=[CH:12][C:11]=1[CH:26](O)[CH2:27][C:28]([CH3:31])([CH3:30])[CH3:29].C(C1C=C(C)C(S(F)(F)[F:45])=C(C)C=1)(C)(C)C.[C:49](=[O:52])([O-])O.[Na+]>C1(C)C=CC=CC=1>[F:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][CH3:9])=[CH:4][C:3]=1[C:10]1[CH:15]=[CH:14][C:13]([O:16][CH2:17][C:18]2[CH:23]=[CH:22][C:21]([O:52][CH3:49])=[CH:20][CH:19]=2)=[CH:12][C:11]=1[CH:26]([F:45])[CH2:27][C:28]([CH3:30])([CH3:31])[CH3:29]Komponenten
5
Edukt 3
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Reaktionsbedingungen
- Temperatur
- 0 °C
Versuchsvorschrift
To a solution of 1-(2′-fluoro-5′-methoxy-4-((4-methoxybenzyl)oxy)biphenyl-2-yl)-3,3-dimethylbutan-1-ol (220 mg) in toluene (5 mL) was added 4-(tert-butyl)-2,6-dimethylphenylsulfur trifluoride (188 mg) at 0° C., and the mixture was stirred at 0° C. for 20 min. To the reaction mixture was added saturated aqueous sodium hydrogen carbonate solution, and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine, and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure, and the residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (180 mg) as a colorless oil.
Aufarbeitung
- extractionthe mixture was extracted with ethyl acetate
- washThe extract was washed with saturated brine
- dry with materialdried over anhydrous sodium sulfate
- customThe solvent was evaporated under reduced pressure
- customthe residue was purified by silica gel column chromatography (ethyl acetate/hexane)
Quellen und Nachweise
- ORD-Eintrag
- ord-e5e1f550820c4ab9a733d3a72a8b84f6
- Quelldatensatz
- uspto-grants-2016_07
- Patentnummer
- US09382188B2
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