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

HRID 1360729Notes

Reaction equation

HRID 1360729 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-308f6f1e76f544329677cb5c30507404
Source dataset
uspto-grants-2011_02
Patent number
US07879850B2

Reaction notes

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