Benzophenone → HCID 178435844, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 0.7 g of 53D and 2.8 g of benzophenone was heated at 180°-210° C. until no more gas evolved (30 minutes). The mixture was cooled to 0° C., diluted with ether and filtered. The solid was slurried with hot 5 N aqueous sodium hydroxide solution and filtered. The filtrate was acidified with 12 N hydrochloric acid, allowed to cool and stand overnight at room temperature, and filtered. The resulting solid was dried under reduced pressure, and flash chromatographed on silica gel, using a 1:1 v:v mixture of ethyl acetate and methylene chloride as eluent, to give 8-ethyl-4-hydroxycinnoline (53E), as a solid, m.p.: 160°-161° C.

Provenance & Evidence