4'-Chloropropiophenone → 2-Bromo-1-(4-chlorophenyl)propan-1-one

HRID 1513226Notes

Reaction equation

HRID 1513226 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8](=[O:11])[CH2:9][CH3:10])=[CH:4][CH:3]=1.[Br:12]Br>ClCCl.Br.BrBr>[Br:12][CH:9]([CH3:10])[C:8]([C:5]1[CH:4]=[CH:3][C:2]([Cl:1])=[CH:7][CH:6]=1)=[O:11]

Participants

6

Reactant 2

HCID 226974'-ChloropropiophenoneHCID 24408Bromine

Product 1

HCID 37882192-Bromo-1-(4-chlorophenyl)propan-1-one

Reagents, catalysts & solvents 3

HCID 260Hydrogen BromideCatalystHCID 24408BromineCatalystHCID 6344DichloromethaneSolvent

Procedure

A stirred solution of p-chloropropiophenone (2.0 g, 11.9 mmol) in dichloromethane (35 mL) was treated with one drop of 48% HBr and one drop of bromine. When the color had discharged, bromine (608 μL, 1.90 gm, 11.9 mmol) was added dropwise. The solution was stirred until 15 min after the color had fully discharged, then the mixture was concentrated under reduced pressure to give the title compound.

Workup

  1. concentrationthe mixture was concentrated under reduced pressure

Sources & evidence

ORD record
ord-86e7166b0a244f3ab9336562bfae51a7
Source dataset
uspto-grants-2012_07
Patent number
US08217065B2

Reaction notes

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