Reaction #531846

Reaction equation

9-phenylcarbazole

N-bromosuccinimide

toluene

→

3-bromo-9-phenyl-9H-carbazole

Yield 99.0%

Solvents

ethyl acetate

Conditions

Workup

1. 1
   OtherInto a 1000 mL three-neck flask were put
2. 2
   WashThis suspending solution was washed with water, and magnesium sulfate
3. 3
   workup.ADDITIONwas added
4. 4
   Otherso that moisture was removed
5. 5
   FiltrationThen, the suspending solution was filtered
6. 6
   Otherto provide a filtrate
7. 7
   Otherwas obtained
8. 8
   ConcentrationThe obtained filtrate was concentrated
9. 9
   Otherdried
10. 10
    Otherthe object of the synthesis
11. 11
    Otherwas obtained in a yield of 99% (synthesis scheme (a-6))

Procedure

Into a 1000 mL three-neck flask were put 24 g (100 mmol) of 9-phenylcarbazole, 18 g (100 mmol) of N-bromosuccinimide, 450 mL of toluene, and 200 mL of ethyl acetate, and the mixture was stirred for 45 hours at room temperature. This suspending solution was washed with water, and magnesium sulfate was added therein, so that moisture was removed. Then, the suspending solution was filtered to provide a filtrate was obtained. The obtained filtrate was concentrated and dried, whereby 32 g of a caramel-like solid of 3-bromo-9-phenyl-9H-carbazole, which was the object of the synthesis, was obtained in a yield of 99% (synthesis scheme (a-6)).

Source