反应详情

24 g (0.11 mol) N-ethyl-7-hydroxy-2,2,4-trimethyl-1,2-dihydroquinoline and 31.6 g (0.11 mol) tetrachloro-phthalic acid anhydride were dissolved in 200 ml 1,2-dichloroethane and refluxed for 3 h. After cooling, the solution was filtered and evaporated to dryness in a rotary evaporator. The residue was suspended in ca. 500 ml chloroform and heated to boiling. The solid (=product) was filtered. In order to increase the yield, the mother liquor was rotary evaporated to dryness and purified by column chromatography. For this ca. 100 g silica gel (ICN silica 32-63, 60A) was used as a separation material for ca. 3 g crude product. A mixture of chloroform +5% ethanol serve as a flow agent. The filtered solid was dissolved in ca. 1 l diethyl ether. After filtering the solvent was removed by distillation and the residue was dried to form a yellow solid.

1. temperaturerefluxed for 3 h
2. temperatureAfter cooling
3. filtrationthe solution was filtered
4. customevaporated to dryness in a rotary evaporator
5. temperatureheated to boiling
6. filtrationThe solid (=product) was filtered
7. temperatureIn order to increase the yield
8. customthe mother liquor was rotary evaporated to dryness
9. custompurified by column chromatography
10. additionA mixture of chloroform +5% ethanol
11. dissolutionThe filtered solid was dissolved in ca. 1 l diethyl ether
12. filtrationAfter filtering the solvent
13. customwas removed by distillation
14. customthe residue was dried
15. customto form a yellow solid