Azobisisobutyronitrile → HCID 22262186, compound

HRID 1610698Notes

Reaction equation

HRID 1610698 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([CH2:8][C:9]([F:14])([F:13])[CH:10]([F:12])[F:11])[CH:3]=1.[Br:15]N1C(=O)CCC1=O.N(C(C)(C)C#N)=NC(C)(C)C#N>C(Cl)(Cl)(Cl)Cl>[F:14][C:9]([F:13])([CH:10]([F:11])[F:12])[CH2:8][C:4]1[CH:3]=[C:2]([CH:7]=[CH:6][CH:5]=1)[CH2:1][Br:15]

Participants

5

Reactant 3

HCID 6547AzobisisobutyronitrileHCID 67184N-bromobutanimideHCID 22261546HCID 22261546, compound

Product 1

HCID 22262186HCID 22262186, compound

Reagents, catalysts & solvents 1

HCID 5943Carbon TetrachlorideSolvent

Procedure

A solution of 1-methyl-3-(2,2,3,3-tetrafluoropropyl)benzene (1.363 g, 6.611 mmol), N-bromosuccinimide (1.18 g, 6.61 mmol) and 2,2′-azobis(isobutyronitrile) (30 mg) in carbon tetrachloride (20 ml) was heated under reflux for 1.5 hrs. After cooling the reaction solution to room temperature, the white precipitate was collected by filtration and the precipitate was washed with hexane. The solvent of the recovered filtrate was evaporated under reduced pressure to give a crude product of 3-(2,2,3,3-tetrafluoropropyl)benzyl bromide as a colorless liquid.

Workup

  1. temperatureunder reflux for 1.5 hrs
  2. filtrationthe white precipitate was collected by filtration
  3. washthe precipitate was washed with hexane
  4. customThe solvent of the recovered filtrate was evaporated under reduced pressure

Sources & evidence

ORD record
ord-4841de6c145a44bb8ac40e1125b51aea
Source dataset
uspto-grants-2006_01
Patent number
US06982348B2

Reaction notes

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