Tetrabutylammonium Fluoride → HCID 21090758, compound

Participants

Reaction Steps

A 1M solution of tetra-n-butylammonium fluoride in THF (0.24 mg) was added to a solution of 5-[4-(2-{ [tert-butyl-(dimethyl)silyl]oxy}ethoxy)phenyl]-3-(1-methoxy-1-methylethyl)-1-(4-methoxyphenyl)-1H-pyrazole (98 mg) in THF (2 ml) under ice bath cooling. The reaction mixture was stirred at same temperature for 1 hour. The mixture was partitioned between ethyl acetate and H2O. The organic layer was washed with saturated aqueous sodium chloride solution, dried over magnesium sulfate, and concentrated in vacuo. The residue was purified by preparative thin layer silica gel chromatography developed by 50% AcOEt/n-hexane. The seaparated silica gel was extracted with 10% MeOH/CHCl3 and the solvent was evaporated in vacuo to give 2-{4-[3-(1-methoxy-1-methylethyl)-1-(4-methoxyphenyl)-1H-pyrazol-5-yl]phenoxy}ethanol (66 mg) as an oil.

Provenance & Evidence