Benzoyl Peroxide → Ethyl 2-(2-bromomethylphenoxy)propionate

HRID 2073532Notes

Reaction equation

HRID 2073532 reaction equation
[CH3:1][C:2]1[CH:15]=[CH:14][CH:13]=[CH:12][C:3]=1[O:4][CH:5]([CH3:11])[C:6]([O:8][CH2:9][CH3:10])=[O:7].[Br:16]N1C(=O)CCC1=O.C(OOC(=O)C1C=CC=CC=1)(=O)C1C=CC=CC=1>C(Cl)(Cl)(Cl)Cl>[Br:16][CH2:1][C:2]1[CH:15]=[CH:14][CH:13]=[CH:12][C:3]=1[O:4][CH:5]([CH3:11])[C:6]([O:8][CH2:9][CH3:10])=[O:7]

Participants

5

Reactant 3

HCID 7187Benzoyl PeroxideHCID 67184N-bromobutanimideHCID 10398141Ethyl 2-(2-methylphenoxy)propionate

Product 1

HCID 11808300Ethyl 2-(2-bromomethylphenoxy)propionate

Reagents, catalysts & solvents 1

HCID 5943Carbon TetrachlorideSolvent

Procedure

A mixture of 6 g (0.029 mol) of ester obtained from step A, 5.6 g (0.031 mol) of N-bromosuccinimide and 100 mg of benzoyl peroxide in 100 ml of CCl4 is heated to reflux while irradiated with a sun-lamp, for 1 hour. The reaction mixture is cooled down and filtered to dryness to give ethyl 2-(2-bromomethylphenoxy)propionate which is used directly in the next step.

Workup

  1. temperatureis heated
  2. temperatureto reflux
  3. customwhile irradiated with a sun-lamp, for 1 hour
  4. temperatureThe reaction mixture is cooled down
  5. filtrationfiltered to dryness

Sources & evidence

ORD record
ord-19ddfbead76044f7a82ebcdbf16c153a
Source dataset
uspto-grants-1990_04
Patent number
US04918081

Reaction notes

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