Ethyl Acetate → ethyl 1-isobutyl-5-methyl-1H-indole-2-carboxylate

Participants

Reaction Conditions

Reaction Steps

In 30 ml of N,N-dimethylformamide are suspended 2.81 g of ethyl 5-methyl-1H-indole-2-carboxylate, 17.0 g of potassium carbonate and 11.3 ml of isobutyl iodide. The suspension is stirred at 120° C. for one hour. The reaction mixture is added to a mixture of ethyl acetate and water, and the organic layer is separated. The organic layer thus obtained is washed with water and saturated aqueous solution of sodium chloride successively and dried over anhydrous magnesium sulfate, and then the solvent is distilled off under reduced pressure. The residue thus obtained is purified by silica gel column chromatography (eluent: toluene) to obtain 1.75 g of ethyl 1-isobutyl-5-methyl-1H-indole-2-carboxylate as a light yellow oily product.

Provenance & Evidence