反应详情

30 ml of methanol and 10 mg of p-toluenesulfonic acid were added to 2.88 g of N-methyl-N-(4-carboxybutyryl)-tryptamine (i.e., 3-[2-(N-methyl-4-carboxybutanamido)ethyl]-indole). The mixture was refluxed for 5 hours. After the reaction was completed, the mixture was concentrated to about 10 ml. The concentrated mixture was diluted with an aqueous saturated sodium bicarbonate solution under cooling and then extracted with ethyl acetate. The extract was washed with water, dried and then concentrated to dryness. The residue thus obtained was recrystallized from a mixture of ethyl acetate and n-hexane. 2.85 g of N-methyl-N-(4-methoxycarbonylbutyryl)-tryptamine (i.e., 3-[2-(N-methyl-4-methoxycarbonylbutanamido)ethyl]-indole) were thereby obtained. M.p. 101°-102° C. Yield: 95%

1. temperatureThe mixture was refluxed for 5 hours
2. concentrationthe mixture was concentrated to about 10 ml
3. additionThe concentrated mixture was diluted with an aqueous saturated sodium bicarbonate solution
4. temperatureunder cooling
5. extractionextracted with ethyl acetate
6. washThe extract was washed with water
7. customdried
8. concentrationconcentrated to dryness
9. customThe residue thus obtained
10. customwas recrystallized from a mixture of ethyl acetate and n-hexane