Benzoyl Peroxide → 5-(3-Bromomethylphenyl)isoxazole

HRID 2254407Notes

Reaction equation

HRID 2254407 reaction equation
[CH3:1][C:2]1[CH:3]=[C:4]([C:8]2[O:12][N:11]=[CH:10][CH:9]=2)[CH:5]=[CH:6][CH:7]=1.[Br:13]N1C(=O)CCC1=O.C(OOC(=O)C1C=CC=CC=1)(=O)C1C=CC=CC=1>C(Cl)(Cl)(Cl)Cl>[Br:13][CH2:1][C:2]1[CH:3]=[C:4]([C:8]2[O:12][N:11]=[CH:10][CH:9]=2)[CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 3

HCID 7187Benzoyl PeroxideHCID 67184N-bromobutanimideHCID 197446775-(m-Tolyl)isoxazole

Product 1

HCID 197446715-(3-Bromomethylphenyl)isoxazole

Reagents, catalysts & solvents 1

HCID 5943Carbon TetrachlorideSolvent

Procedure

106 mg of 5-(3-methylphenyl)isoxazole, 119 mg of N-bromosuccinimide and 2 mg of benzoyl peroxide were dissolved in 10 ml of carbon tetrachloride, and the solution was refluxed for 3 hours with stirring. After cooling, the precipitate was separated by filtration, and concentrated under reduced pressure to give 5-(3-bromomethylphenyl)isoxazole as a pale yellow oily product.

Workup

  1. temperaturethe solution was refluxed for 3 hours
  2. temperatureAfter cooling
  3. customthe precipitate was separated by filtration
  4. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-3b6a53edcdec44a5aea4950aa6624dc7
Source dataset
uspto-grants-1993_08
Patent number
US05234946

Reaction notes

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