反应详情

At 60° C., ethanol (250 mL) solution of 500 g of ethyl 4-cyclohexanecarboxylate is added to ethanol (2.5 L) solution of 376 mL of propargylamine and 29.2 g of sodium tetrachloroaurate(III) dihydrate, and stirred overnight with reflux. The insoluble solid substance was removed through filtration through Celite, and the solvent was evaporated off under reduced pressure. The residue was separated and purified through silica gel column chromatography (hexane/ethyl acetate=1/1) to obtain 555 g of ethyl 5,6,7,8-tetrahydroquinoline-6-carboxylate as a brown oily substance. The compound contained impurities.

1. temperaturewith reflux
2. customThe insoluble solid substance was removed through filtration through Celite
3. customthe solvent was evaporated off under reduced pressure
4. customThe residue was separated
5. custompurified through silica gel column chromatography (hexane/ethyl acetate=1/1)