Water → HCID 13520521, compound

Participants

Reaction Steps

A solution of the above 2-(3-ethyl-5-methyl-4-isoxazolyl)-γ-oxo-indole-3-butanoic acid, methyl ester in 250 ml methanol is treated with 250 ml of 2N sodium hydroxide solution; and the mixture is heated 15 minutes to 40°-45° and then stirred at room temperature for 1 hour. Ether and water are added to the mixture and the layers then separated. The ether layer is washed with water; after which the combined aqueous layers are washed with ether, treated with charcoal and filtered through celite. The aqueous basic solution is made acidic by careful addition of concentrated HCl and extracted with ether. The ether solution is then washed with water, brine, dried over MgSO4, filtered and evaporated. The resulting foam is crystallized to give the title compound, m.p. 98°-110° C.

Provenance & Evidence