Benzoyl Peroxide → 1-Bromo-3-(bromomethyl)-5-methoxybenzene

HRID 621450Notes

Reaction equation

HRID 621450 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([O:9][CH3:10])[CH:5]=[C:6]([CH3:8])[CH:7]=1.[Br:11]N1C(=O)CCC1=O.C(OOC(=O)C1C=CC=CC=1)(=O)C1C=CC=CC=1>C(Cl)(Cl)(Cl)Cl>[Br:1][C:2]1[CH:3]=[C:4]([O:9][CH3:10])[CH:5]=[C:6]([CH:7]=1)[CH2:8][Br:11]

Participants

5

Reactant 3

HCID 7187Benzoyl PeroxideHCID 67184N-bromobutanimideHCID 106795541-Bromo-3-methoxy-5-methylbenzene

Product 1

HCID 122764491-Bromo-3-(bromomethyl)-5-methoxybenzene

Reagents, catalysts & solvents 1

HCID 5943Carbon TetrachlorideSolvent

Procedure

A mixture of 5-bromo-3-methoxytoluene (20 g, 0.1 m), N-bromosuccinimide (17.8 g, 0.1 m) and dibenzoyl peroxide in carbon tetrachloride (200 ml) is heated to reflux and irradiated with a sunlamp. The mixture is cooled, filtered and concentrated in vacuo to give 5-bromo-3-methoxybenzyl bromide.

Workup

  1. temperatureis heated
  2. temperatureto reflux
  3. customirradiated with a sunlamp
  4. temperatureThe mixture is cooled
  5. filtrationfiltered
  6. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-aaa7302bc7cc48dabd58c9d3fb914e45
Source dataset
uspto-grants-1989_04
Patent number
US04824839

Reaction notes

Loading…