Tetrabutylammonium Fluoride → 3-[5-(3-chlorophenyl)-2H-tetrazol-2-yl]butan-1-ol
Reaction equation
CCCC[N+](CCCC)(CCCC)CCCC.[F-].[Si]([O:26][CH2:27][CH2:28][CH:29]([N:31]1[N:35]=[N:34][C:33]([C:36]2[CH:41]=[CH:40][CH:39]=[C:38]([Cl:42])[CH:37]=2)=[N:32]1)[CH3:30])(C(C)(C)C)(C)C>C1COCC1>[Cl:42][C:38]1[CH:37]=[C:36]([C:33]2[N:34]=[N:35][N:31]([CH:29]([CH3:30])[CH2:28][CH2:27][OH:26])[N:32]=2)[CH:41]=[CH:40][CH:39]=1Participants
4
Procedure
TBAF was added to a solution of 2-(3-{[tert-butyl(dimethyl)silyl]oxy}-1-methylpropyl)-5-(3-chlorophenyl)-2H-tetrazole in THF (25 mL). The mixture was concentrated after 4 h and the crude was purified by flash column chromatography (SiO2, Heptane-EtOAc 1:1) to give 0.90 g (91%) of the title compound.