Acetic Acid → HCID 21467586, compound

Participants

Reaction Steps

To 500 mg of 1-(4-Chlorobenzyl)-2-chloroindole-carbaldehyde, dissolved in 15 ml of a solvent which consisted of 5% piperidine and 2% acetic acid in absolute ethanol, was added 0.28 ml of diethyl malonate. After stirring for 3 days the solvent was removed by evaporation, and the product dissolved in 25 ml of ether plus 25 ml of 1N HCl. The organic phase was separated, and washed with 25 ml 1N HCl, 25 ml water, 25 ml of saturated NaHCO3 solution, dried (MgSO4) and evaporated to give an oil. Purification by column chromatography (methylene chloride on silica 60) gave (14a) as an oil which slowly crystallized. Yield 210 mg. M.p. 98°-99° C. (sample recryst. from EtOH/water).

Provenance & Evidence