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

HRID 912576Notes

Reaction equation

HRID 912576 reaction equation
[F:1][C:2]([F:14])([F:13])[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[C:9](=[O:12])[CH2:10][CH3:11].[Br:15]Br>C(Cl)(Cl)(Cl)Cl>[Br:15][CH:10]([CH3:11])[C:9]([C:4]1[CH:5]=[CH:6][CH:7]=[CH:8][C:3]=1[C:2]([F:13])([F:14])[F:1])=[O:12]

Participants

4

Reactant 2

HCID 24408BromineHCID 1400402-(Trifluoromethyl)propiophenone

Product 1

HCID 201874742-Bromo-1-[2-(trifluoromethyl)phenyl]propan-1-oneYield 95%

Reagents, catalysts & solvents 1

HCID 5943Carbon TetrachlorideSolvent2×

Procedure

To a solution of 2′-trifluoromethyl-propiophenone (10 g, 48 mmol) in carbon tetrachloride (50 ml) was added a solution of bromine (2.72 mL, 52.8 mmol) in carbon tetrachloride (20 mL) dropwise. After the addition was complete, stirring was continued for another 2h. The solution was washed with satd NaHCO3 and water, dried (anhyd Na2SO4) and concentrated under reduced pressure to give 2-bromo-1-(2-trifluoromethyl-phenyl)-propan-1-one as an oil (12.8 g, 95%), which was used in the next step without purification. 1H-NMR (CDCl3): δ 7.73 (m, 2H), 7.58-7.67 (m, 2H), 4.96 (q, 1H), 1.90 (d, 3H). To a solution of 2′-trifluoromethyl-propiophenone (10 g, 48 mmol) in carbon tetrachloride (50 ml) was added a solution of bromine (2.72 mL, 52.8 mmol) in carbon tetrachloride (20 m

Workup

  1. additionAfter the addition
  2. washThe solution was washed with satd NaHCO3 and water
  3. dry with materialdried (anhyd Na2SO4)
  4. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-ca203ea7a7064ec5a1bed8c060c78038
Source dataset
uspto-grants-2011_09
Patent number
US08026237B2

Reaction notes

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