Azobisisobutyronitrile → HCID 20513437, compound

HRID 1164004Notes

Reaction equation

HRID 1164004 reaction equation
[CH3:1][O:2][C:3]1[C:8]([CH3:9])=[CH:7][CH:6]=[CH:5][C:4]=1[O:10][C:11]1[CH:16]=[CH:15][C:14]([Cl:17])=[CH:13][CH:12]=1.[Br:18]N1C(=O)CCC1=O.N(C(C)(C)C#N)=NC(C)(C)C#N>C1C=CC=CC=1>[CH3:1][O:2][C:3]1[C:8]([CH2:9][Br:18])=[CH:7][CH:6]=[CH:5][C:4]=1[O:10][C:11]1[CH:12]=[CH:13][C:14]([Cl:17])=[CH:15][CH:16]=1

Participants

5

Reactant 3

HCID 6547AzobisisobutyronitrileHCID 67184N-bromobutanimideHCID 20513418HCID 20513418, compound

Product 1

HCID 20513437HCID 20513437, compoundYield 105.7%

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

A mixture of 4-chlorophenyl 2-methoxy-3-methylphenyl ether (10.7 g), N-bromosuccinimide (8.3 g) and 2,2'-azobisisobutyronitrile (830 mg) in benzene (70 ml) was refluxed under heating for 2 hrs., and the reaction mixture was treated in a similar manner to that of Example 5-(3) to give oily 4-chlorophenyl 2-methoxy-3-bromomethylphenyl ether (14.9 g).

Workup

  1. temperaturewas refluxed
  2. temperatureunder heating for 2 hrs
  3. addition, and the reaction mixture was treated in a similar manner to that of Example 5-(3)

Sources & evidence

ORD record
ord-3d5b387ecaba4c489e13cdd1ead696f9
Source dataset
uspto-grants-1983_01
Patent number
US04367238

Reaction notes

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