Benzoyl Peroxide → HCID 57949559, compound

HRID 2427677Notes

Reaction equation

HRID 2427677 reaction equation
[CH3:1][O:2][C:3](=[O:16])[C:4]1[C:9]([CH3:10])=[CH:8][C:7]([Cl:11])=[CH:6][C:5]=1[C:12]([F:15])([F:14])[F:13].[Br:17]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:16])[C:4]1[C:5]([C:12]([F:14])([F:13])[F:15])=[CH:6][C:7]([Cl:11])=[CH:8][C:9]=1[CH2:10][Br:17]

Participants

5

Reactant 3

HCID 7187Benzoyl PeroxideHCID 9834204N-BromosuccinamideHCID 579494324-Chloro-2-trifluoromethyl-6-methyl-benzoic acid methyl ester

Product 1

HCID 57949559HCID 57949559, compound

Reagents, catalysts & solvents 1

HCID 5943Carbon TetrachlorideSolvent

Procedure

A mixture of 4-chloro-2-trifluoromethyl-6-methyl-benzoic acid methyl ester (1.6 g, 6.3 mmol), N-bromosuccinamide (1.23 g, 6.93 mmol), and benzoyl peroxide (0.050 g, 0.20 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 afforded 2-bromomethyl-4-chloro-6-trifluoromethyl-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 concentrated

Sources & evidence

ORD record
ord-1eeee44df6504e6cbb7c79a72d33f360
Source dataset
uspto-grants-2011_06
Patent number
US07968570B2

Reaction notes

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