Bromine → 2-Bromo-1,3-dichloro-5-fluorobenzene

HRID 1066033Notes

Reaction equation

HRID 1066033 reaction equation
[Br:1]Br.[Cl:3][C:4]1[CH:9]=[C:8]([F:10])[CH:7]=[C:6]([Cl:11])[CH:5]=1>>[Br:1][C:5]1[C:4]([Cl:3])=[CH:9][C:8]([F:10])=[CH:7][C:6]=1[Cl:11]

Participants

3

Reactant 2

HCID 24408BromineHCID 1370021,3-Dichloro-5-fluorobenzene

Product 1

HCID 211981432-Bromo-1,3-dichloro-5-fluorobenzeneYield 41.7%

Procedure

Bromine (0.6 mol) is added to a mixture of 1,3-dichloro-5-fluorobenzene (0.6 mol) and ferrous powder within 2 hours. The brown reaction mixture is stirred 16 hours at room temperature and subsequently washed with dichloromethane and water. The organic layer is separated, washed with sodium hydrogen carbonate solution and dried with anhydrous sodium sulphate. The solvent is evaporated under reduced pressure. The raw product is recrystallized in ethanol to yield 61 g of the product as a white powder having a melting point of 83° C.

Workup

  1. washsubsequently washed with dichloromethane and water
  2. customThe organic layer is separated
  3. washwashed with sodium hydrogen carbonate solution
  4. dry with materialdried with anhydrous sodium sulphate
  5. customThe solvent is evaporated under reduced pressure
  6. customThe raw product is recrystallized in ethanol

Sources & evidence

ORD record
ord-7e0c54f74e6044fc9fa2c9c349c350c6
Source dataset
uspto-grants-2001_06
Patent number
US06242451B1

Reaction notes

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