Potassium Iodide → HCID 20368874, compound

Participants

Reaction Steps

A mixture of 9.4 g of γ-bromo-4-fluoro-2-nitrobutyrophenone, 7.1 g of 4-hydroxy-4-(3-trifluoromethylphenyl)piperidine, 4.0 of potassium carbonate, a catalytic amount of potassium iodide and 60 ml of toluene was stirred at room temperature for 10 hours. The resulting mixture was diluted with water and extracted with toluene-ethyl acetate (1:1), and the organic layer was extracted with cold 30% hydrochloric acid. The hydrochloric acid layer was washed with toluene, made alkaline with 20% aqueous sodium hydroxide solution under cooling and extracted with ethyl acetate. The extracts were washed with water, dried over anhydrous sodium sulfate and concentrated to yield 6.4 g of γ-[4-hydroxy-4-(3-trifluoromethylphenyl)piperidino]-4-fluoro-2-nitrobutyrophenone as a residual oil, which was converted into its hydrochloride by a conventional manner. M.P. 200°-209° C.

Provenance & Evidence