Tetrahydrofuran → HCID 86661494, compound

Participants

Reaction Steps

351 mg (1.1 mmol) of tetrabutyl ammonium fluoride trihydrate was added to a THF (9 mL) solution comprising 322 mg (0.74 mmol) of methyl 2-{[(4-cyclohexylphenyl)carbonyl]amino}-5-[(trimethylsilyl)ethynyl]benzoate at 0° C., and the mixture was stirred for 1.5 hours. Thereafter, the reaction mixture was diluted with ethyl acetate, and washed with saturated saline. The organic layer was dried over anhydrous sodium sulfate, and the solvent was distilled off under reduced pressure. The obtained crude product was separated and purified by silica gel column chromatography, thereby giving 208 mg of methyl 2-{[(4-cyclohexylphenyl)carbonyl]amino}-5-ethynylbenzoate (yield: 78%).

Provenance & Evidence