Benzoyl Peroxide → HCID 54289767, compound

HRID 1768649Notes

Reaction equation

HRID 1768649 reaction equation
[F:1][C:2]1[CH:23]=[CH:22][C:5]2[CH:6]=[CH:7][C:8]3[CH:20]=[C:19]([CH3:21])[CH:18]=[CH:17][C:9]=3[C:10](=[CH:11][C:12]([O:14][CH2:15][CH3:16])=[O:13])[C:4]=2[CH:3]=1.C1C(=O)N([Br:31])C(=O)C1.C(OOC(=O)C1C=CC=CC=1)(=O)C1C=CC=CC=1>C(Cl)(Cl)(Cl)Cl>[Br:31][CH2:21][C:19]1[CH:18]=[CH:17][C:9]2[C:10](=[CH:11][C:12]([O:14][CH2:15][CH3:16])=[O:13])[C:4]3[CH:3]=[C:2]([F:1])[CH:23]=[CH:22][C:5]=3[CH:6]=[CH:7][C:8]=2[CH:20]=1

Participants

5

Reactant 3

HCID 7187Benzoyl PeroxideHCID 67184N-bromobutanimideHCID 54432120HCID 54432120, compound

Product 1

HCID 54289767HCID 54289767, compound

Reagents, catalysts & solvents 1

HCID 5943Carbon TetrachlorideSolvent

Procedure

Compound 4-a (0.24 g) was dissolved in 20 ml of carbon tetrachloride, and 0.14 g of NBS and catalytic amount of benzoyl peroxide were added to the solution, followed by heating under reflux for 4 hours. After cooling, insoluble matters were filtered off and the filtrate was diluted with dichloromethane. The dilution of the filtrate was washed with a saturated aqueous solution of sodium chloride and dried over anhydrous magnesium sulfate, and the solvent was distilled off under reduced pressure. The obtained product was unstable and subjected to the subsequent reaction without particular purification.

Workup

  1. temperatureby heating
  2. temperatureunder reflux for 4 hours
  3. temperatureAfter cooling
  4. filtrationinsoluble matters were filtered off
  5. additionthe filtrate was diluted with dichloromethane
  6. washThe dilution of the filtrate was washed with a saturated aqueous solution of sodium chloride
  7. dry with materialdried over anhydrous magnesium sulfate
  8. distillationthe solvent was distilled off under reduced pressure
  9. customsubjected to the subsequent reaction without particular purification

Sources & evidence

ORD record
ord-93c0691f108145bcbe605fc007c5febd
Source dataset
uspto-grants-1995_01
Patent number
US05378701

Reaction notes

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