反应详情

A solution of 0.334 g of ethyl β-(3-pyridyl)-β-(5-ethoxycarbonylpentylamino)acrylate and 0.108 g of p-benzoquinone in 1 ml of glacial acetic (according to the general procedure as described in J. Chem. Soc. C 1968, 1795) is heated at 60° for 4 hours. The reaction mixture is cooled, diluted with 10 ml of water, neutralized to pH 7 with saturated sodium bicarbonate solution and extracted with methylene chloride. The methylene chloride extract is dried, evaporated to dryness and the resulting product is purified by preparative TLC (silica gel; ethyl acetate, hexane 1:1) to give 1-(5-ethoxycarbonylpentyl-3-ethoxycarbonyl-5-hydroxy-2-(3-pyridyl)indole, NMR δ3.95, 4.1, 8.75.

1. temperatureC 1968, 1795) is heated at 60° for 4 hours
2. temperatureThe reaction mixture is cooled
3. extractionextracted with methylene chloride
4. extractionThe methylene chloride extract
5. customis dried
6. customevaporated to dryness
7. customthe resulting product is purified by preparative TLC (silica gel; ethyl acetate, hexane 1:1)