Tetrabutylammonium Fluoride → HCID 23139272, compound

Participants

Reaction Steps

To a solution of (E)-4-(t-butyldimethylsilyloxy)-3-[(1,3-oxazol-5-yl)methylidene]-1-(triphenylmethyl)piperidine (499 mg) in tetrahydrofuran (8 ml) was added tetrabutylammonium fluoride (483 mg) under ice-cooling, and the resulting mixture was stirred at room temperature for 22 hours. The reaction mixture was diluted with ethyl acetate and washed with water and saturated aqueous sodium chloride solution, and the organic layer was dried over anhydrous sodium sulfate. The solvent was removed in vacuo, and the residue was purified by chromatography on a silica gel column using a mixed solvent of ethyl acetate and hexane (3:7) as the eluent to afford the title compound (254 mg, yield: 65%) as a yellow oil.

Provenance & Evidence