Benzoyl Peroxide → 3-Bromo-1-(3-methoxyphenyl)-1-(2-methylphenyl)-1-propene

HRID 566547Notes

Reaction equation

HRID 566547 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:9]([C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=2[CH3:18])=[CH:10][CH3:11])[CH:6]=[CH:7][CH:8]=1.C(OOC(=O)C1C=CC=CC=1)(=O)C1C=CC=CC=1.[Br:37]N1C(=O)CCC1=O>C(Cl)(Cl)(Cl)Cl>[Br:37][CH2:11][CH:10]=[C:9]([C:5]1[CH:6]=[CH:7][CH:8]=[C:3]([O:2][CH3:1])[CH:4]=1)[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=1[CH3:18]

Participants

5

Reactant 3

HCID 7187Benzoyl PeroxideHCID 67184N-bromobutanimideHCID 542515281-(3-Methoxyphenyl)-1-(2-methylphenyl)-1-propene

Product 1

HCID 537403713-Bromo-1-(3-methoxyphenyl)-1-(2-methylphenyl)-1-propene

Reagents, catalysts & solvents 1

HCID 5943Carbon TetrachlorideSolvent

Procedure

A mixture of 1-(3-methoxyphenyl)-1-(2-methylphenyl)-1-propene (18.3 g, 0.077 mol), carbon tetrachloride (80 ml), benzoylperoxide (0.15 g) and N-bromosuccinimide (14.2 g, 0.080 mol) was heated at reflux temperature for 5 h. The reaction mixture was left overnight at room temperature, filtered and the filtrate was evaporated in vacuo to give 3-bromo-1-(3-methoxyphenyl)-1-(2-methylphenyl)-1-propene in a quantitative yield.

Workup

  1. temperaturewas heated
  2. temperatureat reflux temperature for 5 h
  3. filtrationfiltered
  4. customthe filtrate was evaporated in vacuo

Sources & evidence

ORD record
ord-05a8794db79440b0833499560acc03c0
Source dataset
uspto-grants-2001_01
Patent number
US06174898B1

Reaction notes

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