Hydrochloric Acid → 2,2,2-Trifluoro-1-(2-furan-3-yl-phenyl)-ethanol
Reaktionsgleichung
[F-].C([N+](CCCC)(CCCC)CCCC)CCC.O1C=[CH:22][CH:21]=[C:20]1[C:24]1[CH:31]=[CH:30][CH:29]=[CH:28][C:25]=1[CH:26]=[O:27].[F:32][C:33]([Si](C)(C)C)([F:35])[F:34].Cl.C1C[O:44][CH2:43]C1>>[F:32][C:33]([F:35])([F:34])[CH:26]([C:25]1[CH:28]=[CH:29][CH:30]=[CH:31][C:24]=1[C:20]1[CH:21]=[CH:22][O:44][CH:43]=1)[OH:27]Komponenten
6
Versuchsvorschrift
Tetrabutylammonium fluoride (0.1 ml of 1M in THF) was added to a solution of 2-furan-2-yl-benzaldehyde (123 mg, 0.71 mmol) and trifluoromethyl trimethylsilane (120 mg, 0.86 mmol) in 10 ml THF at 0° C. The mixture was warmed up to room temperature and stirred for 4 hours. The reaction mixture was then treated with 3 ml of 1M HCl and stirred overnight. The product was extracted with ethyl acetate (3×20 ml). The organic layer was separated and dried over sodium sulfate. The organic solvent was evaporated to give 0.150 g of 2,2,2-trifluoro-1-(2-furan-3-yl-phenyl)-ethanol, which was directly used in next step without purification (yield: 90%).
Aufarbeitung
- stirringstirred overnight
- extractionThe product was extracted with ethyl acetate (3×20 ml)
- customThe organic layer was separated
- dry with materialdried over sodium sulfate
- customThe organic solvent was evaporated
Quellen und Nachweise
- ORD-Eintrag
- ord-a82c51f96dc34ffb85df9797f9b72cc8
- Quelldatensatz
- uspto-grants-2014_07
- Patentnummer
- US08772482B2
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