Bromine → 7-Bromodibenzo[a,o]perylene

HRID 47176Notes

Reaction equation

HRID 47176 reaction equation
[CH:1]1[C:18]2[C:19]3[C:4]([C:5]4[CH:6]=[CH:7][CH:8]=[C:9]5[C:24]=4[C:13]([C:14]=3[C:15]3[CH:23]=[CH:22][CH:21]=[CH:20][C:16]=3[CH:17]=2)=[C:12]2[CH:25]=[CH:26][CH:27]=[CH:28][C:11]2=[CH:10]5)=[CH:3][CH:2]=1.[Br:29]Br>C(Cl)(Cl)(Cl)Cl>[Br:29][C:10]1[C:9]2[C:24]3[C:13]([C:14]4[C:15]5[CH:23]=[CH:22][CH:21]=[CH:20][C:16]=5[CH:17]=[C:18]5[C:19]=4[C:4]([C:5]=3[CH:6]=[CH:7][CH:8]=2)=[CH:3][CH:2]=[CH:1]5)=[C:12]2[CH:25]=[CH:26][CH:27]=[CH:28][C:11]=12

Participants

4

Reactant 2

HCID 24408BromineHCID 136002Dibenzo[a,o]perylene

Product 1

HCID 227436807-Bromodibenzo[a,o]perylene

Reagents, catalysts & solvents 1

HCID 5943Carbon TetrachlorideSolvent

Procedure

After dibenzo[a,o]perylene dissolved in carbon tetrachloride was brominated with cooling for four hours by adding one molar equivalent of bromine, the reaction product was refined in accordance with an ordinary method to obtain 7-bromodibenzo-[a,o]perylene. Di-p-tolylamine, potassium carbonate and copper powder were added to the thus obtained 7-bromodibenzo[a,o]perylene and were allowed to react for 30 hours at 200° C. After the reaction solution was diluted with water, the reaction product was extracted with chloroform. Thereafter, it was refined in accordance with an ordinary method to obtain a target compound expressed in Formula 32.

Workup

  1. temperaturewith cooling for four hours

Sources & evidence

ORD record
ord-7ef5810e2f0c49fd90076a83c367824f
Source dataset
uspto-grants-2004_03
Patent number
US06699594B1

Reaction notes

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