N-bromobutanimide → HCID 54536217, compound

HRID 1614808Notes

Reaction equation

HRID 1614808 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[C:8]([C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)=[CH:9][CH3:10].[Br:17]N1C(=O)CCC1=O>C(Cl)(Cl)(Cl)Cl.C(OOC(=O)C1C=CC=CC=1)(=O)C1C=CC=CC=1>[Br:17][CH2:10][CH:9]=[C:8]([C:3]1[CH:4]=[CH:5][CH:6]=[CH:7][C:2]=1[CH3:1])[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1

Participants

5

Reactant 2

HCID 67184N-bromobutanimideHCID 544424051-(2-Methylphenyl)-1-phenyl-1-propene

Product 1

HCID 54536217HCID 54536217, compoundYield 76%

Reagents, catalysts & solvents 2

HCID 7187Benzoyl PeroxideCatalystHCID 5943Carbon TetrachlorideSolvent

Procedure

To a solution of 1-(2-methylphenyl)-1-phenyl-1-propene (9.0 g, 43 mmol) in carbon tetrachloride (40 ml), N-bromosuccinimide (7.7 g, 43 mmol) and benzoylperoxide (0.1 g) were added. The reaction mixture was heated at reflux temperature for 18 h. The cooled reaction mixture was filtered through silica gel and the solvent evaporated in vacuo to give 9.3 g (76%) of 3-bromo-1-(2-methylphenyl)-1-phenyl-1-propene.

Workup

  1. temperatureThe reaction mixture was heated
  2. temperatureat reflux temperature for 18 h
  3. customThe cooled reaction mixture
  4. filtrationwas filtered through silica gel
  5. customthe solvent evaporated in vacuo

Sources & evidence

ORD record
ord-1a21857d5c754670af119f208e6cb737
Source dataset
uspto-grants-1993_03
Patent number
US05198451

Reaction notes

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