Benzoyl Peroxide → 1-Butanone, 1-[4-(1-bromo-1-methylethyl)phenyl]-4-chloro-

HRID 1066462Notes

Reaction equation

HRID 1066462 reaction equation
[Cl:1][CH2:2][CH2:3][CH2:4][C:5]([C:7]1[CH:12]=[CH:11][C:10]([CH:13]([CH3:15])[CH3:14])=[CH:9][CH:8]=1)=[O:6].[Br:16]N1C(=O)CCC1=O.C(OOC(=O)C1C=CC=CC=1)(=O)C1C=CC=CC=1>C(Cl)(Cl)(Cl)Cl>[Br:16][C:13]([C:10]1[CH:9]=[CH:8][C:7]([C:5](=[O:6])[CH2:4][CH2:3][CH2:2][Cl:1])=[CH:12][CH:11]=1)([CH3:15])[CH3:14]

Participants

5

Reactant 3

HCID 7187Benzoyl PeroxideHCID 67184N-bromobutanimideHCID 987444-Chloro-4'-isopropylbutyrophenone

Product 1

HCID 100635791-Butanone, 1-[4-(1-bromo-1-methylethyl)phenyl]-4-chloro-

Reagents, catalysts & solvents 1

HCID 5943Carbon TetrachlorideSolvent

Procedure

Dissolve 4-chloro-1-(4-isopropyl-phenyl)-butan-1-one (2.10 g, 9.35 mmol) in carbontetrachloride (30 mL), add N-bromosuccinimide (1.75 g, 9.83 mmol) and benzoylperoxide (3 mg) and stir at reflux for 1 hour. Cool the reaction mixture, filter, wash with water and brine. Dry (MgSO4), filter and evaporate the solvent in vacuo to give the title compound as an amber oil.

Workup

  1. temperatureat reflux for 1 hour
  2. temperatureCool the reaction mixture
  3. filtrationfilter
  4. washwash with water and brine
  5. dry with materialDry (MgSO4)
  6. filtrationfilter
  7. customevaporate the solvent in vacuo

Sources & evidence

ORD record
ord-ec1ad8f119064a8fa77edcd5caa257a9
Source dataset
uspto-grants-2001_06
Patent number
US06242606B1

Reaction notes

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