Azobisisobutyronitrile → HCID 22261647, compound

HRID 1610704Notes

Reaction equation

HRID 1610704 reaction equation
[F:1][CH:2]([C:7]1[CH:12]=[CH:11][CH:10]=[C:9]([CH3:13])[CH:8]=1)[C:3]([F:6])([CH3:5])[CH3:4].[Br:14]N1C(=O)CCC1=O.N(C(C)(C)C#N)=NC(C)(C)C#N>C(Cl)(Cl)(Cl)Cl>[F:1][CH:2]([C:7]1[CH:8]=[C:9]([CH:10]=[CH:11][CH:12]=1)[CH2:13][Br:14])[C:3]([F:6])([CH3:5])[CH3:4]

Participants

5

Reactant 3

HCID 6547AzobisisobutyronitrileHCID 67184N-bromobutanimideHCID 22261757HCID 22261757, compound

Product 1

HCID 22261647HCID 22261647, compound

Reagents, catalysts & solvents 1

HCID 5943Carbon TetrachlorideSolvent

Procedure

A solution of 1-(1,2-difluoro-2-methylpropyl)-3-methylbenzene (2.747 g, 14.91 mmol), N-bromosuccinimide (2.65 g, 14.9 mmol) and 2,2′-azobis(isobutyronitrile) (0.1 g) in carbon tetrachloride (30 ml) was heated under reflux for 1.5 hrs. After cooling the reaction solution to room temperature, white precipitate was collected by filtration and washed with hexane. The solvent of the recovered filtrate was evaporated under reduced pressure to give a crude product of 3-(1,2-difluoro-2-methylpropyl)benzyl bromide as a yellow liquid.

Workup

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

Sources & evidence

ORD record
ord-665c97951f844ea99c8af8edc9d438e3
Source dataset
uspto-grants-2006_01
Patent number
US06982348B2

Reaction notes

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