Benzoyl Peroxide → HCID 22908569, compound

HRID 1378885Notes

Reaction equation

HRID 1378885 reaction equation
[Br:1][CH2:2][C:3]1[CH:8]=[CH:7][C:6]([CH2:9][Br:10])=[CH:5][C:4]=1[C:11]#[N:12].BrN1[C:18](=[O:19])CCC1=O.C(OOC(=O)C1C=CC=CC=1)(=O)C1C=CC=CC=1.CC1C=CC(C)=CC=1OC>C(Cl)(Cl)(Cl)Cl>[Br:10][CH2:9][C:6]1[CH:5]=[C:4]([C:11]#[N:12])[C:3]([CH2:2][Br:1])=[CH:8][C:7]=1[O:19][CH3:18]

Participants

6

Reactant 4

HCID 7187Benzoyl Peroxide2×HCID 67184N-bromobutanimide2×HCID 743502,5-DimethylanisoleHCID 232500902,5-Bis(bromomethyl)benzonitrile

Product 1

HCID 22908569HCID 22908569, compound

Reagents, catalysts & solvents 1

HCID 5943Carbon TetrachlorideSolvent2×

Procedure

These monomers are commercially available or can be prepared by a simple modification. A very suitable monomer is α,α'-dibromo-2-cyano-p-xylene (see formula V of FIG. 2), which can be prepared by refluxing a mixture of 2,5-dimethylbenzonitryl, N-bromosuccinimide and benzoyl peroxide in carbon tetrachloride for several hours. The solid formed is recrystallized from a mixture of petroleum ether and toluene and subsequently dried under a vacuum. Another suitable monomer is α,α'-dibromo-2-methoxy-p-xylene (see formula VI of FIG. 2), which can be prepared by refluxing a mixture of 2,5-dimethylanisol, N-bromosuccinimide and benzoyl peroxide in carbon tetrachloride in a nitrogen atmosphere for several hours. The solid formed is recrystallized from hexane and subsequently dried under a vacuum.

Workup

  1. customcan be prepared by a simple modification
  2. customcan be prepared
  3. temperatureby refluxing
  4. customThe solid formed
  5. customis recrystallized from a mixture of petroleum ether and toluene
  6. customsubsequently dried under a vacuum
  7. customcan be prepared
  8. temperatureby refluxing
  9. customThe solid formed
  10. customis recrystallized from hexane
  11. customsubsequently dried under a vacuum

Sources & evidence

ORD record
ord-963bfecfd29c4f0289563bd72e93225e
Source dataset
uspto-grants-1997_09
Patent number
US05670212

Reaction notes

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