反应详情

To a stirred mixture of 3-(4-chlorophenyl)-4,5-dihydro-4-phenyl-1H-pyrazole (1.7 gram, 6.60 mmol) and collidine (2 ml) in acetonitrile (25 ml) was slowly added a solution of 2-((3-(trifluoromethyl)phenyl)sulfonyl)ethyl chloride (1.5 gram, 5.50 mmol) in acetonitrile (20 ml) and the resulting solution was heated at reflux temperature for 16 hours. After concentration in vacuo the residue was dissolved in ethylacetate and washed with aqueous sodium hydrogencarbonate solution. The resulting ethylacetate layer was successively washed with 1 N hydrochloric acid solution and aqueous sodium hydrogencarbonate solution. Subsequent flash chromatographic purification (petroleum ether/diethyl ether=1/2 (v/v)) gave an oil which was crystallised from diisopropyl ether to afford 3-(4-chlorophenyl)-4,5-dihydro-4-phenyl-1-[2-((3-(trifluoromethyl)phenyl)sulfonyl)ethyl]-1H-pyrazole (0.52 gram, 19% yield). Melting point: 118-119° C.

1. temperaturethe resulting solution was heated
2. temperatureat reflux temperature for 16 hours
3. concentrationAfter concentration in vacuo the residue
4. dissolutionwas dissolved in ethylacetate
5. washwashed with aqueous sodium hydrogencarbonate solution
6. washThe resulting ethylacetate layer was successively washed with 1 N hydrochloric acid solution and aqueous sodium hydrogencarbonate solution
7. customSubsequent flash chromatographic purification (petroleum ether/diethyl ether=1/2 (v/v))
8. customgave an oil which
9. customwas crystallised from diisopropyl ether