Bromine → 2-Bromo-1-(3,5-difluorophenyl)ethanone

HRID 353728

Reaction equation

HRID 353728 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([C:9](=[O:11])[CH3:10])[CH:5]=[C:6]([F:8])[CH:7]=1.[Br:12]Br>O1CCOCC1>[Br:12][CH2:10][C:9]([C:4]1[CH:3]=[C:2]([F:1])[CH:7]=[C:6]([F:8])[CH:5]=1)=[O:11]

Participants

4

Reactant 2

HCID 24408BromineHCID 5185963',5'-Difluoroacetophenone

Product 1

HCID 27783312-Bromo-1-(3,5-difluorophenyl)ethanoneYield 64.3%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Procedure

To a solution of 3′,5′-difluoroacetophenone (3 g, 19.2 mmol) (Lancaster Synthesis) in dioxane (30 mL) was added dropwise a solution of bromine (3.67 g, 23 mmol) in dioxane (75 mL). After stirring for 10 minutes, the mixture was concentrated in vacuo and the residue was purified by flash chromatography, with 10:2 hexanes/dichloromethane as an eluant, to provide 2-bromo-1-(3,5-difluorophenyl)ethanone as a colorless oil (2.9 g, 64% yield).

Workup

  1. concentrationthe mixture was concentrated in vacuo
  2. customthe residue was purified by flash chromatography, with 10:2 hexanes/dichloromethane as an eluant

Sources & evidence

ORD record
ord-0983911438fc4665b760dfdbb7ac7f37
Source dataset
uspto-grants-2004_06
Patent number
US06756374B2

Linked notes

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