Azobisisobutyronitrile → Bromo-(2-iodophenyl)-acetic Acid Methyl Ester

HRID 660568

Reaction equation

HRID 660568 reaction equation
[CH3:1][O:2][C:3](=[O:12])[CH2:4][C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[I:11].C1C(=O)N([Br:20])C(=O)C1.CC(N=NC(C#N)(C)C)(C#N)C>C(Cl)(Cl)(Cl)Cl>[CH3:1][O:2][C:3](=[O:12])[CH:4]([Br:20])[C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][C:6]=1[I:11]

Participants

5

Reactant 3

HCID 6547AzobisisobutyronitrileHCID 67184N-bromobutanimideHCID 640185Methyl 2-(2-iodophenyl)acetate

Product 1

HCID 86632576Bromo-(2-iodophenyl)-acetic Acid Methyl Ester

Reagents, catalysts & solvents 1

HCID 5943Carbon TetrachlorideSolvent

Procedure

A mixture of (2-iodophenyl)-acetic acid methyl ester (14.5 g, 52.5 mmol), NBS (18.7 g, 105 mmol) and AIBN (1.72 g, 10.5 mmol) in CCl4 (300 mL) is refluxed for 10 h. The mixture is cooled to RT and the precipitate filtered. The filtrate is evaporated to give the title compound.

Workup

  1. temperatureis refluxed for 10 h
  2. filtrationthe precipitate filtered
  3. customThe filtrate is evaporated

Sources & evidence

ORD record
ord-db93df6fcc214a318294e7c39ea96e68
Source dataset
uspto-grants-2011_12
Patent number
US08084448B2

Linked notes

Loading…