Selenium Dioxide → HCID 54277598, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 11.5 g of 16A, 5.5 g of selenium dioxide and 30 ml of chlorobenzene was refluxed at 135° C. Then the chlorobenzene was distilled off under reduced pressure. The residue was extracted with hot hexane. The hexane was evaporated from the extract under reduced pressure. 30 ml of chlorobenzene was added to the residue and the mixture was refluxed overnight. The chlorobenzene was evaporated under reduced pressure. The residue was extracted with ether. The extract was cooled to give a solid, which was recrystallized from hexane to give the E-isomer of the ethyl ester of 2-cyano-4-oxo-4-phenyl-2-butenoic acid (16B) mp: 74°-75° C.

Provenance & Evidence