Hydrochloric Acid → N-ethyl-N-(4-methoxycarbonylbutyryl)-tryptamine

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Reaction Steps

10 g of N-ethyl-tryptamine (i.e., 3-(2-ethylaminoethyl)-indole) were dissolved in 80 ml of pyridine, and 9.62 g of 4-methoxycarbonylbutyryl chloride were added dropwise thereto at 10° C. The mixture was stirred for one hour. After the reaction was completed, the mixture was acidified with dilute hydrochloric acid and then extracted with ethyl acetate. The extract was washed with water, an aqueous saturated sodium bicarbonate solution and water, successively. The washed extract was dried and evaporated under reduced pressure to remove solvent. The oily residue thus obtained was recrystallized from a mixture of ethanol and petroleum ether. 12.5 g of N-ethyl-N-(4-methoxycarbonylbutyryl)-tryptamine (i.e., 3-[2-(N-ethyl-4-methoxycarbonylbutanamido)ethyl]-indole]were thereby obtained as yellow crystals. M.p. 73°-75° C. Yield: 74.4%

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