Tetrabutylammonium Fluoride Trihydrate → {4-(Benzyloxy)-3-[(4-fluorophenyl)sulphonyl]phenyl}methanol
Reaktionsgleichung
[CH2:1]([O:8][C:9]1[CH:23]=[CH:22][C:12]([CH2:13][O:14][Si](C(C)(C)C)(C)C)=[CH:11][C:10]=1[S:24]([C:27]1[CH:32]=[CH:31][C:30]([F:33])=[CH:29][CH:28]=1)(=[O:26])=[O:25])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.O.O.O.[F-].C([N+](CCCC)(CCCC)CCCC)CCC>O1CCCC1>[CH2:1]([O:8][C:9]1[CH:23]=[CH:22][C:12]([CH2:13][OH:14])=[CH:11][C:10]=1[S:24]([C:27]1[CH:28]=[CH:29][C:30]([F:33])=[CH:31][CH:32]=1)(=[O:26])=[O:25])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1Komponenten
4
Edukt 2
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Versuchsvorschrift
3.4 g (6.99 mmol) of ({4-(benzyloxy)-3-[(4-fluorophenyl)sulphonyl]benzyl}oxy)(tertbutyl)dimethylsilane (Example IV) are dissolved in 10 ml of tetrahydrofuran. At room temperature, 7.68 mmol of tetrabutylammonium fluoride trihydrate (1-molar solution in THF) are added. The mixture is stirred at room temperature overnight. The solvent is then removed under reduced pressure and the product is purified by chromatography on silica gel 60 (mobile phase: cyclohexane/ethyl acetate 3:2). This gives 2.1 g (81% of theory) of {4-(benzyloxy)-3-[(4-fluorophenyl)sulphonyl]phenyl}methanol.