4-Chlorobenzenesulfonyl chloride → HCID 67302979, compound

Participants

Reaction Steps

4-Chlorobenzenesulfonyl chloride (0.315 g, 1.49 mmol) was added to a solution of ethyl 10-(4-chlorophenyl)sulfonyl-4,5,6,7,8,9-hexahydro-1H-4,8-epiminocycloocta[c]pyrazole-6-carboxylate (8) (0.51 g, 1.24 mmol) in pyridine (5 mL) and the resulting mixture was stirred at room temperature for 1 h. The resulting solution was diluted with CH2Cl2 and washed with aqueous 1N Ha then saturated aqueous NaHCO3. The organic phase was dried (Na2SO4), filtered, concentrated and purified by silica gel column chromatography (eluant hexane/EtOAc, 20/1 to 1/1) to give ethyl 1,10-bis[(4-chlorophenyl)sulfonyl]-4,5,6,7,8,9-hexahydro-1H-4,8-epiminocycloocta[c]pyrazole-6-carboxylate and ethyl 2,10-bis[(4-chlorophenyl)sulfonyl]-4,5,6,7,8,9-hexahydro-2H-4,8-epiminocycloocta[c]pyrazole-6-carboxylate (57) (0.721 mmol, 1.23 mmol, quant). MS (ESI) 584.0 (M+H).

Provenance & Evidence