Tetrabutylammonium Fluoride → 4-{4-(Benzyloxy)-3-[(4-fluorophenyl)sulphonyl]benzyl}-3,5-dimethylphenol
Reaktionsgleichung
[CH2:1]([O:8][C:9]1[CH:34]=[CH:33][C:12]([CH2:13][C:14]2[C:30]([CH3:31])=[CH:29][C:17]([O:18][Si](C(C)C)(C(C)C)C(C)C)=[CH:16][C:15]=2[CH3:32])=[CH:11][C:10]=1[S:35]([C:38]1[CH:43]=[CH:42][C:41]([F:44])=[CH:40][CH:39]=1)(=[O:37])=[O:36])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[F-].C([N+](CCCC)(CCCC)CCCC)CCC>ClC(Cl)C>[CH2:1]([O:8][C:9]1[CH:34]=[CH:33][C:12]([CH2:13][C:14]2[C:30]([CH3:31])=[CH:29][C:17]([OH:18])=[CH:16][C:15]=2[CH3:32])=[CH:11][C:10]=1[S:35]([C:38]1[CH:43]=[CH:42][C:41]([F:44])=[CH:40][CH:39]=1)(=[O:36])=[O:37])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1Komponenten
4
Edukt 2
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Versuchsvorschrift
600 mg (9.95 mmol) of (4-{4-(benzyloxy)-3-[(4-fluorophenyl)sulphonyl]benzyl}-3,5-dimethylphenoxy)-(triisopropyl)silane (Example IX) are dissolved in 15 ml of dichloroethane. At room temperature, 359 mg (1.14 mmol) of tetrabutylammonium fluoride are added, and the mixture is stirred for thirty minutes. The solvent is then removed under reduced pressure and the product is purified by silica gel chromatography (mobile phase cyclohexane/ethyl acetate 9:1). This gives 180 mg (40% of theory) of 4-{4-(benzyloxy)-3-[(4-fluorophenyl)sulphonyl]benzyl}-3,5-dimethylphenol.