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

HRID 2308743Notes

Reaction equation

HRID 2308743 reaction equation
[Br:1]Br.[Cl:3][C:4]1[CH:9]=[CH:8][C:7]([C:10](=[O:13])[CH2:11][CH3:12])=[CH:6][CH:5]=1.[Cl-].[Al+3].[Cl-].[Cl-]>C(Cl)(Cl)Cl>[Br:1][CH:11]([CH3:12])[C:10]([C:7]1[CH:6]=[CH:5][C:4]([Cl:3])=[CH:9][CH:8]=1)=[O:13]

Participants

5

Reactant 3

HCID 226974'-ChloropropiophenoneHCID 24408BromineHCID 6451240Aluminum(III) Chloride

Product 1

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

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent2×

Procedure

A solution of 15.9 g (0.1 mol) of bromine in 20 ml of chloroform is added dropwise to a solution of 16.8 g (0.1 mol) of 4'-chloropropiophenone in 100 ml of chloroform, in the presence of a small amount of aluminium chloride, and the mixture is stirred overnight. After filtration and evaporation of the filtrate, the crystalline residue is washed with petroleum ether. When dry, it melts at 75° C.

Workup

  1. filtrationAfter filtration and evaporation of the filtrate
  2. washthe crystalline residue is washed with petroleum ether
  3. customWhen dry

Sources & evidence

ORD record
ord-3c977eb4a8344ff8a2ff182b47937b01
Source dataset
uspto-grants-1987_09
Patent number
US04690931

Reaction notes

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