Water → 2-Bromo-1-(2,4-difluorophenyl)propan-1-one

HRID 1654180Notes

Reaction equation

HRID 1654180 reaction equation
[F:1][C:2]1[CH:7]=[C:6]([F:8])[CH:5]=[CH:4][C:3]=1[C:9](=[O:12])[CH2:10][CH3:11].[Br:13]Br.O>C(Cl)Cl>[Br:13][CH:10]([CH3:11])[C:9]([C:3]1[CH:4]=[CH:5][C:6]([F:8])=[CH:7][C:2]=1[F:1])=[O:12]

Participants

5

Reactant 3

HCID 962WaterHCID 24408BromineHCID 1235862',4'-Difluoropropiophenone

Product 1

HCID 110758302-Bromo-1-(2,4-difluorophenyl)propan-1-oneYield 98.8%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

In methylene chloride (300 ml) was dissolved 2',4'-difluoropropiophenone (55 g), to which was added bromine (50 g) dropwise, while stirring, during 30 minutes. The mixture was stirred for 30 minutes at room temperature. To the reaction mixture was added water (200 ml), and the methylene chloride layer was washed three times, followed by drying over anhydrous magnesium sulfate. The solvent was distilled off to leave 2-bromo-2',4'-difluoropropiophenone (77 g) as a pale yellow oily product.

Workup

  1. stirringThe mixture was stirred for 30 minutes at room temperature
  2. washthe methylene chloride layer was washed three times
  3. dry with materialby drying over anhydrous magnesium sulfate
  4. distillationThe solvent was distilled off

Sources & evidence

ORD record
ord-7b5b9527b2b84a238e79ed329f9e217c
Source dataset
uspto-grants-1995_04
Patent number
US05405861

Reaction notes

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