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

HRID 1251040Notes

Reaction equation

HRID 1251040 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-15088668a109410d97e0c4647e7f5e74
Source dataset
uspto-grants-2002_01
Patent number
US06340761B1

Reaction notes

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