Sodium Sulfate → HCID 87347838, compound

Participants

Reaction Steps

Dess-Martin periodinane (128 mg, 0.304 mmol) was added to a solution of {1,10-bis[(4-chlorophenyl)sulfonyl]-4,5,6,7,8,9-hexahydro-1H-4,8-epiminocycloocta[c]pyrazol-6-yl}methanol and {2,10-Bis[(4-chlorophenyl)sulfonyl]-4,5,6,7,8,9-hexahydro-2H-4,8-epiminocycloocta[c]pyrazol-6-yl}methanol (58) (110 mg, 0.202 mmol) containing sodium bicarbonate (76 mg, 0.912 mmol). The resulting suspension was stirred at room temperature for 2 h after which a mixture of saturated aqueous NaHCO3 and saturated aqueous Na2SO4 (1/1, v/v) was added. The organic phase was dried (Na2SO4), filtered, concentrated and purified by silica gel column chromatography (eluant hexane/EtOAc, 4/1 to 1/1) to give 1,10-bis[(4-chlorophenyl)sulfonyl]-4,5,6,7,8,9-hexahydro-1H-4,8-epiminocycloocta[c]pyrazole-6-carbaldehyde and 2,10-bis[(4-chlorophenyl)sulfonyl]-4,5,6,7,8,9-hexahydro-2H-4,8-epiminocycloocta[c]pyrazole-6-carbaldehyde (59) (95 mg, 0.175 mmol, 87%). MS (ESI) 540.0 (M+H).

Provenance & Evidence