9-Phenylanthracene → 9-Bromo-10-phenyl-anthracene

HRID 571588Notes

Reaction equation

HRID 571588 reaction equation
[C:1]1([C:7]2[C:8]3[C:13]([CH:14]=[C:15]4[C:20]=2[CH:19]=[CH:18][CH:17]=[CH:16]4)=[CH:12][CH:11]=[CH:10][CH:9]=3)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[Br:21]C1CC(=O)NC1=O>CN(C)C=O>[Br:21][C:14]1[C:15]2[C:20]([C:7]([C:1]3[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=3)=[C:8]3[C:13]=1[CH:12]=[CH:11][CH:10]=[CH:9]3)=[CH:19][CH:18]=[CH:17][CH:16]=2

Participants

4

Reactant 2

HCID 117669-PhenylanthraceneHCID 38309Bromosuccinimide

Product 1

HCID 41558369-Bromo-10-phenyl-anthraceneYield 89.3%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

An amount of 13.65 (53.7 mmol) of 9-phenylanthracene was dissolved in 100 ml of N,N dimethylformamide. An amount of 10.5 g (59 mmol) of N bromosuccinimide was added and allowed to react for six hours. Then, distilled water was added to stop the reaction and the deposit was filtered. The recovered deposit was purified by column chromatography to obtain 15.97 g (48 mmol) of 9-bromo-10-phenylanthracene. The yield was 89.3%.

Workup

  1. customto react for six hours
  2. distillationThen, distilled water
  3. additionwas added
  4. customthe reaction
  5. filtrationthe deposit was filtered
  6. customThe recovered deposit was purified by column chromatography

Sources & evidence

ORD record
ord-56710cff061b48a6b28fa13d1d514b10
Source dataset
uspto-grants-2015_05
Patent number
US09028976B2

Reaction notes

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