反应详情

18.6 g (0.12 mol) of phosphorus oxychloride was dropped into 29.2 g (0.4 mol) of N,N-dimethylformamide under cooling with ice. The obtained mixture was stirred at room temperature for 30 minutes and cooled again on an ice bath. 17.5 g (0.1 mol) of 1-(1-methylethyl)-1,2,3,4-tetrahydroquinoline was gradually dropped into the resulting mixture. The mixture thus obtained was stirred at room temperature for one hour and poured onto ice-water. The resulting mixture was neutralized with an aqueous solution of sodium hydrogencarbonate and extracted with ethyl acetate. The organic phase was dried over anhydrous magnesium sulfate and concentrated in a vacuum. The residue was purified by silica gel column chromatography (10% ethyl acetate/n-hexane) to give 11.4 g of the title compound as a reddish-brown oil.

1. temperatureunder cooling with ice
2. temperaturecooled again on an ice bath
3. customThe mixture thus obtained
4. stirringwas stirred at room temperature for one hour
5. additionpoured onto ice-water
6. extractionextracted with ethyl acetate
7. dry with materialThe organic phase was dried over anhydrous magnesium sulfate
8. concentrationconcentrated in a vacuum
9. customThe residue was purified by silica gel column chromatography (10% ethyl acetate/n-hexane)