Acetic Acid → 2-Bromo-1-(4-iodophenyl)ethanone

HRID 251762

Reaction equation

HRID 251762 reaction equation
[I:1][C:2]1[CH:7]=[CH:6][C:5]([C:8](=[O:10])[CH3:9])=[CH:4][CH:3]=1.C(O)(=O)C.[Br:15]Br>O>[Br:15][CH2:9][C:8]([C:5]1[CH:6]=[CH:7][C:2]([I:1])=[CH:3][CH:4]=1)=[O:10]

Participants

5

Reactant 3

HCID 176Acetic AcidHCID 24408Bromine2×HCID 728691-(4-Iodophenyl)ethan-1-one

Product 1

HCID 2565722-Bromo-1-(4-iodophenyl)ethanoneYield 102.6%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
15 °C

Procedure

Dissolving 20 g (81 mmol) of 4′-iodo acetophenone into 200 milliliter of acetic acid, and adding 12.8 g (81 mmol) of bromine while cooling with ice, stirred at the temperature of 15° C. for 3 hours. After the color of bromine disappeared, adding water and separating the precipitated solids by filtration, thereby obtained 27 g of crude 2-bromo-4′-iodo acetophenone.

Workup

  1. temperaturewhile cooling with ice
  2. customseparating the precipitated solids
  3. filtrationby filtration

Sources & evidence

ORD record
ord-4f186ab3782a4e79825b256306f12e77
Source dataset
uspto-grants-2011_01
Patent number
US07867629B2

Linked notes

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