Azobisisobutyronitrile → HCID 67800289, compound

HRID 894538Notes

Reaction equation

HRID 894538 reaction equation
[F:1][C:2]1[C:3]2[O:11][CH2:10][O:9][C:6]([C:7]=1[F:8])=[CH:5][C:4]=2[CH3:12].[Br:13]N1C(=O)CCC1=O.N(C(C)(C)C#N)=NC(C)(C)C#N>C(Cl)(Cl)(Cl)Cl>[F:1][C:2]1[C:3]2[O:11][CH2:10][O:9][CH:12]([Br:13])[C:4]=2[CH:5]=[CH:6][C:7]=1[F:8]

Participants

5

Reactant 3

HCID 6547AzobisisobutyronitrileHCID 67184N-bromobutanimideHCID 57019467HCID 57019467, compound

Product 1

HCID 67800289HCID 67800289, compound

Reagents, catalysts & solvents 1

HCID 5943Carbon TetrachlorideSolvent

Procedure

172 g of 3,4-difluoromethylenedioxytoluene, 180 g of N-bromosuccinimide and a pinch of azobisisobutyronitrile were mixed with 1,000 ml of CCl4 and the mixture was heated to the boil for 5 hours. After cooling, it was filtered, the material on the filter was rinsed with a little CCl4 and the filtrate was distilled. 3,4-Difluoromethylenedioxybenzyl bromide of boiling point 108°-111° C./15 mm Hg was obtained.

Workup

  1. temperaturethe mixture was heated to the boil for 5 hours
  2. temperatureAfter cooling
  3. filtrationit was filtered
  4. washthe material on the filter was rinsed with a little CCl4
  5. distillationthe filtrate was distilled

Sources & evidence

ORD record
ord-07c95991871a42f58e5ad2c26ed0fc69
Source dataset
uspto-grants-1981_08
Patent number
US04284643

Reaction notes

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