تفاعل #1904045

معادلة التفاعل

carbazole

p-dibromobenzene

sodium t-butoxide

o-xylene

→

9-(4-bromophenyl)carbazole

المردود 44.4%

المذيبات

hexane toluene

Hexane

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةrefluxed
2. 2
   ترشيحThe reaction mixture was filtered
3. 3
   أخرىto remove insoluble matter
4. 4
   غسيلthe filter was washed with toluene and tetrahydrofuran successively
5. 5
   غسيلThe filtrate and wash liquid
6. 6
   أخرىcondensed under reduced pressure
7. 7
   درجة الحرارةby heating
8. 8
   workup.STIRRINGstirring
9. 9
   أخرىinsoluble matter was removed by filtration
10. 10
    أخرىdried
11. 11
    workup.ADDITIONHexane was added to the residue
12. 12
    ترشيحwas filtered off
13. 13
    أخرىcondensed
14. 14
    أخرىrecrystallized with hexane

الإجراء التجريبي

4.30 g (25.7 mmole) of carbazole, 18.19 g (77.1 mmole) of p-dibromobenzene, 0.14 g of palladium acetate and 0.33 g of 1,1′-bisdiphenyl phosphinoferrocene, 3.46 g of (36.0 mmole) sodium t-butoxide and 43 ml o-xylene were put in a 200 ml three-necked flask, and refluxed under stirring for 15 hours and 30 minutes under argon flow. The reaction mixture was filtered using a filter packed with alumina to remove insoluble matter, the filter was washed with toluene and tetrahydrofuran successively. The filtrate and wash liquid were combined and condensed under reduced pressure. Hexane was added to the residue, followed by heating and stirring, then insoluble matter was removed by filtration, and the filtrate was vacuum dried. Hexane was added to the residue and deposited crystal was filtered off. The filtrate was condensed, and refined by silica gel column chromatography (eluent:hexane/toluene:3/1), recrystallized with hexane to give 3.68 g of a white crystal of 9-(4-bromophenyl)carbazole (yield: 44.4%).

المصدر