Bromine → 7-Bromodibenzo[a,o]perylene

HRID 991396Notes

Reaction equation

HRID 991396 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-642370ccb1b74ee198a7bb8c18d009c3
Source dataset
uspto-grants-2002_10
Patent number
US06465116B1

Reaction notes

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