反应详情

Thirty-five grams of 8-amino-1,2,3,4-tetrahydroquinoline was dissolved in methanol (700 mL) and, following the addition of 3-phenylpropionaldehyde (37.4 mL) and 1N HCl (7 mL) and subsequent stirring at room temperature for 1 hr, silica gel (75 g) was added to the reaction solution and the solvent was removed under reduced pressure. The residue was heated at 100° C. for 1 hr, purified by silica gel column chromatography (eluent: dichloromethane/ethyl acetate) and recrystallized with ethyl acetate to yield the titled compound as pale yellow crystals (19.3 g).

1. additionsilica gel (75 g) was added to the reaction solution
2. customthe solvent was removed under reduced pressure
3. temperatureThe residue was heated at 100° C. for 1 hr
4. custompurified by silica gel column chromatography (eluent: dichloromethane/ethyl acetate)
5. customrecrystallized with ethyl acetate