Benzoyl Peroxide → HCID 67185680, compound

HRID 735871Notes

Reaction equation

HRID 735871 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:13]=[CH:12][C:11]([C:14]([O:16][C:17]([CH3:20])([CH3:19])[CH3:18])=[O:15])=[CH:10][CH:9]=2)=[CH:4][CH:3]=1.C1C(=O)N([Br:28])C(=O)C1.C(OOC(=O)C1C=CC=CC=1)(=O)C1C=CC=CC=1>C(Cl)(Cl)(Cl)Cl>[Br:28][CH2:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[CH:13]=[CH:12][C:11]([C:14]([O:16][C:17]([CH3:20])([CH3:19])[CH3:18])=[O:15])=[CH:10][CH:9]=2)=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 7187Benzoyl PeroxideHCID 67184N-bromobutanimideHCID 67186699HCID 67186699, compound

Product 1

HCID 67185680HCID 67185680, compoundYield 78%

Reagents, catalysts & solvents 1

HCID 5943Carbon TetrachlorideSolvent

Procedure

A mixture of tert-butyl 4′-methyl-1,1′-biphenyl-4-carboxylate (40.0 g, 0.15 mol), NBS (32.0 g, 0.18 mol) and benzoylperoxide (5.0 g) in CCl4 (600 mL) was heated to reflux for 6 h under N2. After cooling to rt, solid was filtered and concentrated under vacuum to give crude product. The crude solid was washed with PetEther/chloroform to give the title compound as solid (40 g, 78%).

Workup

  1. temperaturewas heated
  2. temperatureto reflux for 6 h under N2
  3. filtrationsolid was filtered
  4. concentrationconcentrated under vacuum
  5. customto give crude product
  6. washThe crude solid was washed with PetEther/chloroform

Sources & evidence

ORD record
ord-fcb81153dd704418b95bc2ac6720836a
Source dataset
uspto-grants-2009_09
Patent number
US07592477B2

Reaction notes

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