反应详情

0.70 g (2.29 mM) of 2-(4-pentylphenyl)-6-methoxyquinoline, 4.6 ml of acetic acid and 4.3 ml of 47%-hydrobromic acid were placed in a 30 ml-round bottomed flask, followed by refluxing for 33 hours under stirring. After the reaction, the reaction mixture was poured into ice water to precipitate a crystal. The crystal was recovered by filtration and dispersed in water. To the mixture, an appropriate amount of ethyl acetate was added, followed by stirring at room temperature. Under stirring, 1.5 g of sodium hydrogencarbonate was gradually added to the resultant mixture. The organic (ethyl acetate) layer was washed with water and dried with anhydrous sodium sulfate, followed by evaporation under reduced pressure to obtain a residue. To the residue, an appropriate amount of hexane was added, followed by filtration to obtain 0.58 g of 2-(4-pentylphenyl)-6-hydroxyquinoline (as a precipitated crystal) (Yield: 86.8%).

1. temperatureby refluxing for 33 hours
2. customAfter the reaction
3. customto precipitate a crystal
4. filtrationThe crystal was recovered by filtration
5. additiondispersed in water
6. additionTo the mixture, an appropriate amount of ethyl acetate was added
7. stirringby stirring at room temperature
8. stirringUnder stirring
9. addition1.5 g of sodium hydrogencarbonate was gradually added to the resultant mixture
10. washThe organic (ethyl acetate) layer was washed with water
11. dry with materialdried with anhydrous sodium sulfate
12. customfollowed by evaporation under reduced pressure
13. customto obtain a residue
14. filtrationfollowed by filtration