反应详情

A solution of 3-(8-quinolinyloxy)-1-propanol (32.0 g, 0.158 mole) and thinoyl chloride (24.0 g, 0.203 mole) was heated at reflux for 5 hours in 300 ml of dry benzene (dried over 4A molecular sieves). The reaction mixture was cooled to room temperature and then stripped to dryness. The residue was treated with potassium carbonate solution (30 g in 500 ml of water). The gummy residue was dissolved in chlorofrom and extracted with the potassium carbonate solution. The chloroform layer was dried over anhydrous sodium sulfate, filtered, and solvent removed to give a dark mass which crystallized. The mass was treated with 500 ml of boiling hexane. The hexane layer was decanted off from insoluble oil. A white solid crystallized on cooling, and was collected by filtration. The solid was dried in vacuo at room temperature overnight to give 26.69 g (76.2%) of white, crystalline solid, m.p. 69°-71° C.

1. dissolutionThe gummy residue was dissolved in chlorofrom
2. extractionextracted with the potassium carbonate solution
3. dry with materialThe chloroform layer was dried over anhydrous sodium sulfate
4. filtrationfiltered
5. customsolvent removed
6. customto give a dark mass which
7. customcrystallized
8. additionThe mass was treated with 500 ml of boiling hexane
9. customThe hexane layer was decanted off from insoluble oil
10. customA white solid crystallized
11. temperatureon cooling
12. filtrationwas collected by filtration
13. customThe solid was dried in vacuo at room temperature overnight
14. customto give 26.69 g (76.2%) of white, crystalline solid, m.p. 69°-71° C.