Benzoyl Peroxide → HCID 67252371, compound

HRID 2427726Notes

Reaction equation

HRID 2427726 reaction equation
[CH3:1][O:2][C:3](=[O:13])[C:4]1[C:9]([CH3:10])=[CH:8][C:7]([F:11])=[CH:6][C:5]=1[I:12].[Br:14]NC(=O)CCC(N)=O.C(OOC(=O)C1C=CC=CC=1)(=O)C1C=CC=CC=1>C(Cl)(Cl)(Cl)Cl>[CH3:1][O:2][C:3](=[O:13])[C:4]1[C:5]([I:12])=[CH:6][C:7]([F:11])=[CH:8][C:9]=1[CH2:10][Br:14]

Participants

5

Reactant 3

HCID 7187Benzoyl PeroxideHCID 9834204N-BromosuccinamideHCID 57949477Methyl 4-fluoro-2-iodo-6-methylbenzoate

Product 1

HCID 67252371HCID 67252371, compound

Reagents, catalysts & solvents 1

HCID 5943Carbon TetrachlorideSolvent

Procedure

A mixture of 4-fluoro-2-iodo-6-methyl-benzoic acid methyl ester (1.14 g, 3.74 mmol), N-bromosuccinamide (0.796 g, 4.5 mmol), and benzoyl peroxide (0.024 g, 0.146 mmol) in carbon tetrachloride (50 mL) was heated at reflux until majority of ester was consumed (as analyzed by GC/MS). The resulting mixture was filtered, the filtrate was concentrated to afford 2-bromomethyl-4-fluoro-6-iodo-benzoic acid methyl ester. The material was used without further purification

Workup

  1. temperaturewas heated
  2. customwas consumed (as analyzed by GC/MS)
  3. filtrationThe resulting mixture was filtered
  4. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-491d573530a54bdeac5ccf6a96f819b0
Source dataset
uspto-grants-2011_06
Patent number
US07968570B2

Reaction notes

Loading…