Benzoyl Peroxide → HCID 23036220, compound

HRID 1194735Notes

Reaction equation

HRID 1194735 reaction equation
[Cl:1][C:2]([C:6]1[CH:7]=[C:8]([CH3:17])[CH:9]=[C:10]([C:12]([Cl:16])=[C:13]([Cl:15])[Cl:14])[CH:11]=1)=[C:3]([Cl:5])[Cl:4].C(OOC(=O)C1C=CC=CC=1)(=O)C1C=CC=CC=1.[Br:36]N1C(=O)CCC1=O>C1C=CC=CC=1>[Cl:1][C:2]([C:6]1[CH:7]=[C:8]([CH:9]=[C:10]([C:12]([Cl:16])=[C:13]([Cl:15])[Cl:14])[CH:11]=1)[CH2:17][Br:36])=[C:3]([Cl:5])[Cl:4]

Participants

5

Reactant 3

HCID 7187Benzoyl PeroxideHCID 67184N-bromobutanimideHCID 14033040HCID 14033040, compound

Product 1

HCID 23036220HCID 23036220, compound

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

A solution of 3,5-di(trichlorovinyl)toluene (6.0 g) and dibenzoyl peroxide (200 mg) in 150 ml of benzene was heated at reflux. N-Bromosuccinimide (3.6 g) was added in portions and the reaction mixture stirred at reflux for 3 hours. The mixture was evaporated and the residue triturated with 200 ml of hexane. The precipitated succinimide was collected and the filtrate concentrated to five 7.9 g of crude benzyl bromide.

Workup

  1. temperatureat reflux
  2. temperatureat reflux for 3 hours
  3. customThe mixture was evaporated
  4. customthe residue triturated with 200 ml of hexane
  5. customThe precipitated succinimide was collected
  6. concentrationthe filtrate concentrated to five 7.9 g of crude benzyl bromide

Sources & evidence

ORD record
ord-d9177e65cd174530892842116f493444
Source dataset
uspto-grants-1989_03
Patent number
US04816469

Reaction notes

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