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

HRID 268376Notes

Reaction equation

HRID 268376 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 is added with cooling and stirring 0.15 g. of anhydrous aluminum chloride and 20.2 g. (0.127 mol.) of bromine. The reaction mixture is concentrated and the residue is distilled to give α-bromo-m-trifluoromethylacetophenone, b.p. 135°-140° (20 mm.)

Workup

  1. temperaturewith cooling
  2. concentrationThe reaction mixture is concentrated
  3. distillationthe residue is distilled

Sources & evidence

ORD record
ord-79a8e5e99bc84f81916553f005554dee
Source dataset
uspto-grants-1976_03
Patent number
US03947470

Reaction notes

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