Hydrogen Bromide → 2-Bromopropiophenone

HRID 2308742Notes

Reaction equation

HRID 2308742 reaction equation
[Cl-].[Al+3].[Cl-].[Cl-].[C:5]([C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)(=[O:8])[CH2:6][CH3:7].[Br:15]Br.Br>C(Cl)(Cl)Cl>[Br:15][CH:6]([CH3:7])[C:5]([C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1)=[O:8]

Participants

6

Reactant 4

HCID 260Hydrogen BromideHCID 71481-Phenyl-1-propanoneHCID 24408BromineHCID 6451240Aluminum(III) Chloride

Product 1

HCID 164522-Bromopropiophenone

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent2×

Procedure

A pinch of aluminium chloride ground beforehand in a mortar is added to 13.4 g (0.1 mol) of propiophenone in 100 ml of anhydrous chloroform, and a solution of 5 ml (0.1 mol) of bromine in 20 ml of chloroform is then added dropwise, with stirring. The mixture decolourises instantaneously. It is cooled in an ice bath and then stirred overnight to drive off the hydrobromic acid formed. The catalyst is filtered off and the solvent is driven off from the filtrate. 22 g of an oil remain, which is used as such in a subsequent step.

Workup

  1. temperatureIt is cooled in an ice bath
  2. stirringstirred overnight
  3. customformed
  4. filtrationThe catalyst is filtered off

Sources & evidence

ORD record
ord-fe578ba0512b41c6b13080c06af0499c
Source dataset
uspto-grants-1987_09
Patent number
US04690931

Reaction notes

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