反应详情

To 4.5 g (0.02 mol) 9,9-di(hydroxymethyl)fluorene were added 30 ml tetrahydrofuran, and added 3.3 ml (0.03 mol) pyridine with stirring. To the resulting homogenous mixture was added slowly 2.3 ml (0.02 mol) benzoyl chloride, and the mixture was stirred at temperature for 1 hour, then heated refluxing for 5 hours. Next, the mixture was cooled to room temperature, and 20 ml tetrahydrofuran and 3.3 ml(0.03 mol) pyridine were added with stirring. To the resulting homogenous mixture was slowly added 1.8 ml (0.02 mol) propionyl chloride, and the mixture was stirred at room temperature for 1 hour, and heated refluxing for 5 hours. Then 30 ml water was added to dissolve the resulting salt. The mixture was extracted with toluene. The organic phase was separated, washed with saturated saline for two times, and dried over anhydrous sodium sulfate. The solvent was removed. Recrystallization from ethyl acetate gave 9-(benzoyloxymethyl)-9-(propionyloxymethyl)fluorene as a white crystal, and the yield was 79%. 1HNMR: δ (ppm) 1.23(t, 3H, CH3), 2.39(m, 2H, CH2), 4.48(s, 2H, COOCH2), 4.62(s, 2H, OCH2 linking with benzoyl), 7.33-8.03(m, 13H, ArH)

1. stirringthe mixture was stirred at temperature for 1 hour
2. temperatureheated
3. temperaturerefluxing for 5 hours
4. stirringwith stirring
5. stirringthe mixture was stirred at room temperature for 1 hour
6. temperatureheated
7. temperaturerefluxing for 5 hours
8. dissolutionto dissolve the resulting salt
9. extractionThe mixture was extracted with toluene
10. customThe organic phase was separated
11. washwashed with saturated saline for two times
12. dry with materialdried over anhydrous sodium sulfate
13. customThe solvent was removed
14. customRecrystallization from ethyl acetate