Bromine → 3-Fluoro-4-methoxyphenacyl bromide

HRID 353727

Reaction equation

HRID 353727 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([C:10](=[O:12])[CH3:11])[CH:5]=[CH:6][C:7]=1[O:8][CH3:9].[Br:13]Br>O1CCOCC1>[Br:13][CH2:11][C:10]([C:4]1[CH:5]=[CH:6][C:7]([O:8][CH3:9])=[C:2]([F:1])[CH:3]=1)=[O:12]

Participants

4

Reactant 2

HCID 24408BromineHCID 968281-(3-Fluoro-4-methoxyphenyl)ethan-1-one

Product 1

HCID 70618463-Fluoro-4-methoxyphenacyl bromideYield 63%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Procedure

To a solution of 3′-fluoro-4′-methoxyacetophenone (1 g, 5.9 mmol) (Aldrich) in dioxane (10 mL) was added dropwise a solution of bromine (1.13 g, 7.1 mmol) in dioxane (30 mL). After stirring for 10 minutes, the mixture was concentrated in vacuo and the residue was purified by flash chromatography, with 10:4 hexanes/dichloromethane as an eluant, to provide 2-bromo-1-(3-fluoro-4-methoxyphenyl)ethanone as a white powder (910 mg, 63% yield).

Workup

  1. concentrationthe mixture was concentrated in vacuo
  2. customthe residue was purified by flash chromatography, with 10:4 hexanes/dichloromethane as an eluant

Sources & evidence

ORD record
ord-9b6db527d6d14d4b8d3d3e03388a5698
Source dataset
uspto-grants-2004_06
Patent number
US06756374B2

Linked notes

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