Bromine → 2-Bromo-1-(bromomethyl)-4-chlorobenzene

HRID 1178689Notes

Reaction equation

HRID 1178689 reaction equation
[Br:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[CH3:9].[Br:10]Br>>[Br:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[CH2:9][Br:10]

Participants

3

Reactant 2

HCID 24408BromineHCID 6098982-Bromo-4-chloro-1-methylbenzene

Product 1

HCID 106130662-Bromo-1-(bromomethyl)-4-chlorobenzene

Procedure

In a 500 ml three-necked round-bottom flask equipped with a reflux condenser, thermometer, dropping funnel with pressure-equalizing, magnetic stirring bar and containing 164 g (0.80 mol) of 2-bromo-4-chlorotoluene, 41.3 ml (128 g, 0.80 mmol) of bromine was added dropwise under exposure to a 500 W lamp for 3 hours at 190° C. The resulting mixture was cooled to room temperature. Fractional distillation gave colorless liquid, b.p. 111-115° C./7 mm Hg. Yield 182 g (80%).

Workup

  1. customIn a 500 ml three-necked round-bottom flask equipped with a reflux condenser
  2. additionwas added dropwise under exposure to a 500 W lamp for 3 hours at 190° C
  3. distillationFractional distillation
  4. customgave colorless liquid, b.p. 111-115° C./7 mm Hg

Sources & evidence

ORD record
ord-14385738ac524661bb99d26a6c3fcddd
Source dataset
uspto-grants-2007_10
Patent number
US07276567B2

Reaction notes

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