Benzoyl Peroxide → HCID 46938920, compound

HRID 2106013Notes

Reaction equation

HRID 2106013 reaction equation
[Br:1]N1C(=O)CCC1=O.C(OOC(=O)C1C=CC=CC=1)(=O)C1C=CC=CC=1.[F:27][C:28]([F:44])([F:43])[C:29](=[O:42])[CH2:30][C:31]([C:34]1[CH:39]=[CH:38][CH:37]=[CH:36][C:35]=1[O:40][CH3:41])([CH3:33])[CH3:32]>C(Cl)(Cl)(Cl)Cl>[F:27][C:28]([F:43])([F:44])[C:29](=[O:42])[CH2:30][C:31]([C:34]1[CH:39]=[C:38]([Br:1])[CH:37]=[CH:36][C:35]=1[O:40][CH3:41])([CH3:33])[CH3:32]

Participants

5

Reactant 3

HCID 7187Benzoyl PeroxideHCID 67184N-bromobutanimideHCID 46938919HCID 46938919, compound

Product 1

HCID 46938920HCID 46938920, compound

Reagents, catalysts & solvents 1

HCID 5943Carbon TetrachlorideSolvent

Procedure

A mixture of N-bromosuccinimide (6.84 g, 38.42 mmol), benzoylperoxide (catalytic amount) and 1,1,1-trifluoro-4-(2-methoxyphenyl)-4-methylpentan-2-one (10.0 g, 38.42 mmol) in carbon tetrachloride (120 mL) and was refluxed for two days. After cooling, the solution was washed with water (60 mL) and 1.0M NaOH (60 mL), dried over sodium sulfate (Na2SO4), and concentrated in vacuo giving 1,1,1-trifluoro-4-(5-bromo-2-methoxyphenyl)-4-methylpentan-2-one and the starting material as 3:1 mixture (13.0 g).

Workup

  1. temperaturewas refluxed for two days
  2. temperatureAfter cooling
  3. washthe solution was washed with water (60 mL) and 1.0M NaOH (60 mL)
  4. dry with materialdried over sodium sulfate (Na2SO4)
  5. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-d8ce9b4f5c0e42a193799bac71390335
Source dataset
uspto-grants-2009_08
Patent number
US07579469B2

Reaction notes

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