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

HRID 10789

Reaction equation

HRID 10789 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-b766bbeecace419eaa52b615ff7cd9e8
Source dataset
uspto-grants-2006_08
Patent number
US07094896B2

Linked notes

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