Benzoyl Peroxide → 4-Fluoro-3-methoxybenzyl bromide

HRID 1444539Notes

Reaction equation

HRID 1444539 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([CH3:8])=[CH:4][C:3]=1[O:9][CH3:10].[Br:11]N1C(=O)CCC1=O.C(OOC(=O)C1C=CC=CC=1)(=O)C1C=CC=CC=1>C(Cl)(Cl)(Cl)Cl>[Br:11][CH2:8][C:5]1[CH:6]=[CH:7][C:2]([F:1])=[C:3]([O:9][CH3:10])[CH:4]=1

Participants

5

Reactant 3

HCID 7187Benzoyl PeroxideHCID 67184N-bromobutanimideHCID 27373722-Fluoro-5-methylanisole

Product 1

HCID 179892674-Fluoro-3-methoxybenzyl bromide

Reagents, catalysts & solvents 1

HCID 5943Carbon TetrachlorideSolvent

Procedure

41.7 g (297.54 mmol) of 2-fluoro-5-methylanisole is refluxed overnight with 59.9 g (327.48 mmol) of N-bromosuccinimide and 145 mg of benzoyl peroxide in 945 ml of carbon tetrachloride. The reaction mixture is filtered through a glass-fiber filter, and after the solvent is spun off, the residue (72.85 g>100%) is incorporated in crude form into the next stage.

Workup

  1. filtrationThe reaction mixture is filtered through a glass-fiber
  2. filtrationfilter

Sources & evidence

ORD record
ord-22e35015fa83478ca344aa87150ef1a0
Source dataset
uspto-grants-2010_02
Patent number
US07662821B2

Reaction notes

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