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

HRID 1987446Notes

Reaction equation

HRID 1987446 reaction equation
[Br:1]Br.[Br:3][C:4]1[CH:9]=[C:8]([Cl:10])[CH:7]=[CH:6][C:5]=1[CH3:11]>>[Br:3][C:4]1[CH:9]=[C:8]([Cl:10])[CH:7]=[CH:6][C:5]=1[CH2:11][Br:1]

Participants

3

Reactant 2

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

Product 1

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

Procedure

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

Workup

  1. customIn a three-necked round-bottom 500 ml flask equipped with a reflux condenser
  2. distillationFractional distillation
  3. customgave a colorless liquid, b.p. 111-115° C./7 mm Hg

Sources & evidence

ORD record
ord-d5c55d88d89f498d9d3878813524cada
Source dataset
uspto-grants-2009_06
Patent number
US07550544B2

Reaction notes

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