Acetic Acid → HCID 86737803, compound

Participants

Reaction Steps

A mixture of 1-(2-cyanoethyl-3-(1-imidazolyl methyl)-indole (1.0 g) and 10% aqueous potassium hydroxide (10 ml) was heated under reflux for 2 hours to give a clear solution. The solution was just acidified with acetic acid and then evaporated. The residue was chromatographed on silica gel. Elution with a mixture of chloroform and methanol (1:1) gave first a small amount of impurity followed by pure product. Evaporation of the product-containing eluate gave an oil which was dissolved in the minimum volume of ethanol. A slight excess of a saturated ethanolic solution of fumaric acid was added and the mixture was diluted with ether. The precipitate was collected by filtration and crystallised from methanol to give 1-(2-carboxyethyl)-3-(1-imidazolylmethyl)indole fumarate monohydrate 0.45 g, m.p. 161°-163° C.

Provenance & Evidence