Tetrabutylammonium Fluoride → HCID 86707376, compound

Participants

Reaction Steps

To a solution of methyl 3-[[5-[4-[tert-butyl(dimethyl)silyl]oxy-1-piperidyl]-2(trifluoromethyl)benzoyl]amino]-2,4-dimethyl-benzoate (180 mg, 0.32 mmol) in THF (10.0 ml) is added Bu4NF 1.0 M in THF (2.0 ml) at 0° C. The reaction mixture is gradually warmed to ambient temperature. After 8 hours, the reaction mixture is diluted with ice-water and extracted with ethyl acetate. The organic layers are combined, dried over sodium sulfate, filtered, and concentrated under reduced pressure to give a residue. The residue is purified by flash chromatography (neutral alumina) over a gradient using 100% ethyl acetate in hexane to afford the title compound as a white solid (0.11 g, 76%). Mass spectrum (m/z): 451.2 (M+1).

Provenance & Evidence