p-Bromoacetophenone → 4-Bromophenacyl bromide

HRID 1910831Notes

Reaction equation

HRID 1910831 reaction equation
[Br:1]Br.[CH3:3][C:4]([C:6]1[CH:11]=[CH:10][C:9]([Br:12])=[CH:8][CH:7]=1)=[O:5]>C(Cl)Cl.O>[Br:1][CH2:3][C:4]([C:6]1[CH:11]=[CH:10][C:9]([Br:12])=[CH:8][CH:7]=1)=[O:5]

Participants

5

Reactant 2

HCID 7466p-BromoacetophenoneHCID 24408Bromine2×

Product 1

HCID 74544-Bromophenacyl bromideYield 86%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6344DichloromethaneSolvent

Procedure

Bromine (1.29 mL, 25.1 mmol) was added dropwise at 15-20° C. to a solution of 4-bromoacetophenone (5 g, 25.1 mmol) in DCM (40 mL) and the mixture was stirred at this temperature until the bromine colour was discharged. The mixture was diluted with water and the organic phase was separated. This was dried over sodium sulfate and concentrated to afford 2-bromo-1-(4-bromo-phenyl)-ethanone (6 g, 86%).

Workup

  1. customthe organic phase was separated
  2. dry with materialThis was dried over sodium sulfate
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-6862c253a0e44ce7aaa1cbe5b737726c
Source dataset
uspto-grants-2013_12
Patent number
US08604029B2

Reaction notes

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