Bromine → 2-Bromo-1-[3-(trifluoromethyl)phenyl]ethan-1-one

HRID 1283653Notes

Reaction equation

HRID 1283653 reaction equation
[F:1][C:2]([F:13])([F:12])[C:3]1[CH:4]=[C:5]([C:9](=[O:11])[CH3:10])[CH:6]=[CH:7][CH:8]=1.[Cl-].[Al+3].[Cl-].[Cl-].[Br:18]Br>CCOCC>[Br:18][CH2:10][C:9]([C:5]1[CH:6]=[CH:7][CH:8]=[C:3]([C:2]([F:12])([F:13])[F:1])[CH:4]=1)=[O:11]

Participants

5

Reactant 3

HCID 24408BromineHCID 676823'-(Trifluoromethyl)acetophenoneHCID 6451240Aluminum(III) Chloride

Product 1

HCID 27783862-Bromo-1-[3-(trifluoromethyl)phenyl]ethan-1-one

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

To a solution of 24.8 g. (0.127 mol.) of m-trifluoromethylacetophenone in 20 ml. of anhydrous ether was added with cooling and stirring 0.15 g. of anhydrous aluminum chloride and 20.2 g. (0.127 mol.) of bromine. The reaction mixture was concentrated in vacuo and the residue was distilled to give α-bromo-m-trifluoromethylacetophenone, b.p. 135°-140° (20mm.).

Workup

  1. temperaturewith cooling
  2. concentrationThe reaction mixture was concentrated in vacuo
  3. distillationthe residue was distilled

Sources & evidence

ORD record
ord-2baa3d976c5448199345c7f7d9fcfed4
Source dataset
uspto-grants-1976_08
Patent number
US03975537

Reaction notes

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