Bromine → 2-Bromo-1-(4-bromo-2-methoxyphenyl)ethanone

HRID 497230Notes

Reaction equation

HRID 497230 reaction equation
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C:8](=[O:10])[CH3:9])=[C:4]([O:11][CH3:12])[CH:3]=1.[Br:13]Br>O1CCOCC1>[Br:13][CH2:9][C:8]([C:5]1[CH:6]=[CH:7][C:2]([Br:1])=[CH:3][C:4]=1[O:11][CH3:12])=[O:10]

Participants

4

Reactant 2

HCID 24408BromineHCID 112184481-(4-Bromo-2-methoxyphenyl)ethan-1-one

Product 1

HCID 223167792-Bromo-1-(4-bromo-2-methoxyphenyl)ethanoneYield 76.6%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent2×

Procedure

To a stirred solution of 1-(4-bromo-2-methoxyphenyl)-1-ethanone (31.5 g, 138 mmol) in dioxane (32 ml) was added a solution of bromine (21.8 g, 136 mmol) in dioxane (123 ml), and the mixture was stirred for 3 hours. Then the volatile was evaporated in vacuo. The residue was recrystallized with hexane-dichloromethane to give title compound (32.1 g, 76% yield).

Workup

  1. customThen the volatile was evaporated in vacuo
  2. customThe residue was recrystallized with hexane-dichloromethane

Sources & evidence

ORD record
ord-5fe848f5fa13418990fdad3caa50b8f1
Source dataset
uspto-grants-2005_09
Patent number
US06949536B2

Reaction notes

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