反应详情

4.0 Grams of 9-amino-8-hydroxy-5,7-dimethyl-1,2,3,4,4a,9a-hexahydrofluorene and 2.5 g of potassium carbonate were added to a mixture of 50 ml of acetone and 20 ml of water and thereto was added dropwise 2.5 ml of γ-chlorobutyryl chloride under ice-cooling and stirring. After stirring for 2 hours, the reaction mixture was concentrated and to the residue was added water and extraction was effected with chloroform. The choroform layer was dried with magnesium sulfate and concentrated. Then, the residue was dissolved in 30 ml of DMF and to the solution was added 2.0 g of sodium hydride (60% oiliness), followed by stirring to generate a gas with generation of heat. Then, the reaction mixture was stirred at room temperature overnight and thereafter concentrated. To the residue was added water and extraction was effected with chloroform. The chloroform layer was dried with magnesium sulfate and concentrated. To the residue was added ethyl acetate and the produced precipitate was collected by filtration and recrystallized from hydrous ethanol to obtain 2.0 g of 8-hydroxy-5,7-dimethyl-9-(2-oxo-1-pyrrolidinyl)-1,2,3,4,4a,9a-hexahydrofluorene having a melting point of 240°-213° C. (decomposed) and of light brown powdery crystal.

1. temperaturecooling
2. stirringAfter stirring for 2 hours
3. concentrationthe reaction mixture was concentrated and to the residue
4. additionwas added
5. extractionwater and extraction
6. dry with materialThe choroform layer was dried with magnesium sulfate
7. concentrationconcentrated
8. dissolutionThen, the residue was dissolved in 30 ml of DMF and to the solution
9. additionwas added 2.0 g of sodium hydride (60% oiliness)
10. stirringby stirring
11. temperatureof heat
12. stirringThen, the reaction mixture was stirred at room temperature overnight
13. concentrationconcentrated
14. additionTo the residue was added
15. extractionwater and extraction
16. dry with materialThe chloroform layer was dried with magnesium sulfate
17. concentrationconcentrated
18. additionTo the residue was added ethyl acetate
19. filtrationthe produced precipitate was collected by filtration
20. customrecrystallized from hydrous ethanol