反应详情

A solution of 90 mg of 3-[3-(ethoxycarbonylmethylthio)propyl]-N-(3-pyridyl)indole in 5 ml of methanol and 1 ml of 1N sodium hydroxide is refluxed for 10 hours, cooled and evaporated. The resulting oil is partitioned between ether and water. The aqueous phase is brought to pH=6 with concentrated sulfuric acid, is extracted with chloroform and the chloroform extract is dried over sodium sulfate. Filtration and evaporation gives an oil which is redissolved in 2 ml of acetone and is treated with 0.07 ml of 3N ethereal hydrogen chloride. Evaporation and crystallization from acetone-ether yields 3-[3-(carboxymethylthio)propyl]-N-(3-pyridyl)indole hydrochloride, m.p. 106°-110°.

1. temperaturecooled
2. customevaporated
3. customThe resulting oil is partitioned between ether and water
4. extractionis extracted with chloroform
5. extractionthe chloroform extract
6. dry with materialis dried over sodium sulfate
7. filtrationFiltration and evaporation
8. customgives an oil which
9. customEvaporation and crystallization from acetone-ether