Azobisisobutyronitrile → HCID 20062707, compound

HRID 1084748Notes

Reaction equation

HRID 1084748 reaction equation
[C:1]([O:4][CH:5]([C:10]1[CH:11]=[C:12]([CH3:16])[CH:13]=[CH:14][CH:15]=1)[CH2:6][CH2:7][CH2:8][CH3:9])(=[O:3])[CH3:2].[Br:17]N1C(=O)CCC1=O.N(C(C)(C)C#N)=NC(C)(C)C#N>C(Cl)(Cl)(Cl)Cl>[C:1]([O:4][CH:5]([C:10]1[CH:15]=[CH:14][CH:13]=[C:12]([CH2:16][Br:17])[CH:11]=1)[CH2:6][CH2:7][CH2:8][CH3:9])(=[O:3])[CH3:2]

Participants

5

Reactant 3

HCID 6547AzobisisobutyronitrileHCID 67184N-bromobutanimideHCID 20062669HCID 20062669, compound

Product 1

HCID 20062707HCID 20062707, compound

Reagents, catalysts & solvents 1

HCID 5943Carbon TetrachlorideSolvent

Conditions

Temperature
0 °C

Procedure

11 g of 3-(1-acetoxy-pentyl)toluene are dissolved in 100 ml of absolute carbon tetrachloride. After addition of 8.9 g of N-bromosuccinimide and 200 mg of azobisisobutyronitrile, the mixture is warmed slowly to the reflux temperature. When the reaction has ended, the mixture is heated under reflux for a further hour and then cooled to 0° C. and the succinimide is filtered off.

Workup

  1. temperaturethe mixture is warmed slowly to the reflux temperature
  2. temperaturethe mixture is heated
  3. temperatureunder reflux for a further hour
  4. filtrationthe succinimide is filtered off

Sources & evidence

ORD record
ord-66189017478f46f491a8d7109a0f57d4
Source dataset
uspto-grants-1991_04
Patent number
US05006534

Reaction notes

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