Bromine → HCID 22313787, compound

HRID 336824Notes

Reaction equation

HRID 336824 reaction equation
[F:1][C:2]1[CH:7]=[C:6]([OH:8])[CH:5]=[CH:4][C:3]=1[C:9](=[O:11])[CH3:10].[Br:12]Br>O1CCOCC1>[Br:12][CH2:10][C:9]([C:3]1[CH:4]=[CH:5][C:6]([OH:8])=[CH:7][C:2]=1[F:1])=[O:11]

Participants

4

Reactant 2

HCID 24408BromineHCID 27249122'-Fluoro-4'-hydroxyacetophenone

Product 1

HCID 22313787HCID 22313787, compoundYield 75%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

To a solution of 5 g (32.44 mmol) of 1-(2-fluoro-4-hydroxyphenyl)ethanone dissolved in 140 ml of anhydrous dioxane are added dropwise 5.7 g (35.68 mmol, 1.83 ml) of dibromine at 0° C. under argon. The reaction mixture is brought to 70° C. for 3 h. The solvent is concentrated by vacuum evaporation and the solid is recrystallized in 40 ml of 1,2-dichloroethane to yield 5.67 g (75%) of 2-bromo-1-(2-fluoro-4-hydroxyphenyl)ethanone in the form of a violet solid.

Workup

  1. concentrationThe solvent is concentrated by vacuum evaporation
  2. customthe solid is recrystallized in 40 ml of 1,2-dichloroethane

Sources & evidence

ORD record
ord-81eebc2984e44665b564f461b2b24d9d
Source dataset
uspto-grants-2014_11
Patent number
US08889711B2

Reaction notes

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