Benzoyl Peroxide → 4-(Bromomethyl)-2-chloro-1-methoxybenzene

HRID 508444Notes

Reaction equation

HRID 508444 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([CH3:8])[CH:5]=[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:6]1[CH:5]=[CH:4][C:3]([O:9][CH3:10])=[C:2]([Cl:1])[CH:7]=1

Participants

5

Reactant 3

HCID 7187Benzoyl PeroxideHCID 67184N-bromobutanimideHCID 1408733-Chloro-4-methoxytoluene

Product 1

HCID 114703704-(Bromomethyl)-2-chloro-1-methoxybenzene

Reagents, catalysts & solvents 1

HCID 5943Carbon TetrachlorideSolvent

Procedure

To a solution of 2-chloro-1-methoxy-4-methylbenzene (300 mg, 1.92 mmol) in carbon tetrachloride (10.0 mL) was added N-bromosuccinimide (445 mg, 2.50 mmol) and benzoylperoxide (4.6 mg, 0.0192 mmol) and the reaction heated to reflux for 4.5 hours.

Workup

  1. temperaturethe reaction heated
  2. temperatureto reflux for 4.5 hours

Sources & evidence

ORD record
ord-d704e55e5af34d059120aabbf7e922fa
Source dataset
uspto-grants-2015_08
Patent number
US09096500B2

Reaction notes

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