반응 #1010885

반응 방정식

9-(2-bromophenyl)-9H-carbazole

butyllithium

4,4′-dibromobenzophenone

→

8,8-bis(4-bromophenyl)-8H-indolo[3,2,1-de]acridine

용매

tetrahydrofuran

acetic acid

반응 조건

후처리

1. 1
   workup.STIRRINGThe mixture was stirred at the same temperature for 40 min
2. 2
   workup.STIRRINGfurther stirred at room temperature for an additional 3 hours
3. 3
   기타The reaction was terminated with aqueous ammonium chloride
4. 4
   추출the reaction mixture was extracted with ethyl ether
5. 5
   기타the organic solvent was then removed
6. 6
   workup.ADDITIONThe resulting solid was dispersed in ethanol
7. 7
   workup.STIRRINGstirred for one day
8. 8
   여과filtered
9. 9
   기타vacuum dried
10. 10
    기타thus obtaining an intermediate material
11. 11
    기타The solid thus obtained
12. 12
    온도after which the mixture was refluxed for 4 hours
13. 13
    여과The resulting solid was filtered
14. 14
    세척washed with ethanol, and vacuum
15. 15
    기타dried

실험 절차

6.96 g of 9-(2-bromophenyl)-9H-carbazole as the intermediate of Preparation Example 8 was dissolved in 10 mL of purified tetrahydrofuran, and the resulting solution was cooled to −78° C. and 8.64 mL of butyllithium was slowly added dropwise. The mixture was stirred at the same temperature for 30 min, and 6.12 g of 4,4′-dibromobenzophenone was added. The mixture was stirred at the same temperature for 40 min and then further stirred at room temperature for an additional 3 hours. The reaction was terminated with aqueous ammonium chloride, and the reaction mixture was extracted with ethyl ether. The organic layer was dewatered using anhydrous magnesium sulfate, and the organic solvent was then removed. The resulting solid was dispersed in ethanol, stirred for one day, filtered, and vacuum dried, thus obtaining an intermediate material. The solid thus obtained was dispersed in 10 mL of acetic acid, and 10 drops of concentrated sulfuric acid were added, after which the mixture was refluxed for 4 hours. The resulting solid was filtered, washed with ethanol, and vacuum dried, yielding a 8,8-bis(4-bromophenyl)-8H-indolo[3,2,1-de]acridine compound.

출처