Benzoyl Peroxide → HCID 59512232, compound

HRID 2427690Notes

Reaction equation

HRID 2427690 reaction equation
[CH3:1][O:2][C:3](=[O:13])[C:4]1[C:9]([CH3:10])=[CH:8][C:7]([Br:11])=[CH:6][C:5]=1[CH3:12].[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]([CH3:12])=[CH:6][C:7]([Br:11])=[CH:8][C:9]=1[CH2:10][Br:14]

Participants

5

Reactant 3

HCID 7187Benzoyl PeroxideHCID 9834204N-BromosuccinamideHCID 23134395Methyl 4-bromo-2,6-diMethylbenzoate

Product 1

HCID 59512232HCID 59512232, compound

Reagents, catalysts & solvents 1

HCID 5943Carbon TetrachlorideSolvent

Procedure

A mixture of 4-bromo-2,6-dimethyl-benzoic acid methyl ester (3.4 g, 14.2 mmol), N-bromosuccinamide (2.5 g, 14.2 mmol), and benzoyl peroxide (0.060 g, 0.25 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 and the filtrate concentrated to afford 4-bromo-2-bromomethyl-6-methyl-benzoic acid methyl ester. The product obtained 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 concentrated

Sources & evidence

ORD record
ord-366d452b7bcb49e6a1e17d0bbea967b4
Source dataset
uspto-grants-2011_06
Patent number
US07968570B2

Reaction notes

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