Benzoyl Peroxide → 2-(Bromomethyl)-7-phenylnaphthalene

HRID 2105745Notes

Reaction equation

HRID 2105745 reaction equation
[CH3:1][C:2]1[CH:11]=[CH:10][C:9]2[C:4](=[CH:5][C:6]([C:12]3[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=3)=[CH:7][CH:8]=2)[CH:3]=1.[Br:18]N1C(=O)CCC1=O.C(OOC(=O)C1C=CC=CC=1)(=O)C1C=CC=CC=1.BrBr>C(Cl)(Cl)(Cl)Cl>[Br:18][CH2:1][C:2]1[CH:11]=[CH:10][C:9]2[C:4](=[CH:5][C:6]([C:12]3[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=3)=[CH:7][CH:8]=2)[CH:3]=1

Participants

6

Reactant 4

HCID 7187Benzoyl PeroxideHCID 24408BromineHCID 67184N-bromobutanimideHCID 123530172-Methyl-7-phenylnaphthalene

Product 1

HCID 123530272-(Bromomethyl)-7-phenylnaphthalene

Reagents, catalysts & solvents 1

HCID 5943Carbon TetrachlorideSolvent

Procedure

2-Methyl-7-phenylnaphthalene (5.4 g, 25 mmole) and N-bromosuccinimide (4.4 g, 25 mmole) were suspended in CCl4 (60 ml). Benzoylperoxide (0.25 g) and Br2 (20 mkl) were added, the mixture was refluxed for 3 h, filtered, evaporated and dried giving practically pure product. The yield 7.4 g (˜100%).

Workup

  1. temperaturethe mixture was refluxed for 3 h
  2. filtrationfiltered
  3. customevaporated
  4. customdried
  5. customgiving practically pure product

Sources & evidence

ORD record
ord-6feee96121e845e48c1fc8c78f3865f0
Source dataset
uspto-grants-2009_08
Patent number
US07579417B2

Reaction notes

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