Tetrabutylammonium Fluoride → Methyl 2-(4-hydroxymethylphenoxy)-3-phenylpropanoate
Reaktionsgleichung
[Si]([O:8][CH2:9][C:10]1[CH:28]=[CH:27][C:13]([O:14][CH:15]([CH2:20][C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)[C:16]([O:18][CH3:19])=[O:17])=[CH:12][CH:11]=1)(C(C)(C)C)(C)C.[F-].C([N+](CCCC)(CCCC)CCCC)CCC>C1COCC1>[OH:8][CH2:9][C:10]1[CH:11]=[CH:12][C:13]([O:14][CH:15]([CH2:20][C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)[C:16]([O:18][CH3:19])=[O:17])=[CH:27][CH:28]=1Komponenten
4
Versuchsvorschrift
To a solution of 0.520 g (1.30 mmol) of the product of Step C dissolved in 3 mL of anhydrous TEF was added 1.3 mL (1.3 mmol) of a 1N solution of tetra-n-butylammonium fluoride in THF and the mixture was stirred at room temperature 1.5 hours. The mixture was then concentrated in vacuo and the residue was purified on a silica gel flash chromatography column eluted with 70% ethyl acetate/hexane to afford 0.230 g (62%) of the title compound.