Triethylamine → HCID 10140955, compound

Participants

Reaction Steps

Triethylamine (0.31 mL, 2.25 mmol) and 4-fluoronitrobenzene (159 μL, 1.5 mmol) were added to a suspension of 1-(2,2,4,6,7-pentamethyl-3-(4-methylphenyl)-2,3-dihydro-1-benzofuran-5-yl)piperazine hydrochloride obtained in Example 1 (301 mg, 0.75 mmol) in acetonitrile (6 ml) at room temperature and the mixture was refluxed for 10 hours. The resulting mixture was cooled, diluted with saturated aqueous sodium bicarbonate, and extracted with ethyl acetate. The organic extract was washed with saturated aqueous sodium chloride, dried over anhydrous sodium sulfate, and the solvent was removed under reduced pressure. The residue was purified on silica gel column chromatography (hexane/ethyl acetate=4/1) and crystallized from hexane to obtain 312 mg (yield 86%) of the title compound. mp. 203–205° C. (hexane-ethyl acetate).

Provenance & Evidence