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

HRID 1667651Notes

Reaction equation

HRID 1667651 reaction equation
[F:1][C:2]([F:13])([F:12])[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[C:9](=[O:11])[CH3:10].[Br:14]Br>ClCCl>[Br:14][CH2:10][C:9]([C:4]1[CH:5]=[CH:6][CH:7]=[CH:8][C:3]=1[C:2]([F:12])([F:13])[F:1])=[O:11]

Participants

4

Reactant 2

HCID 24408BromineHCID 870952'-(Trifluoromethyl)acetophenone

Product 1

HCID 27784302-Bromo-1-[2-(trifluoromethyl)phenyl]ethan-1-oneYield 92.8%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 20.00 g (0.11 mole) of 2′-(trifluoromethyl)acetophenone in 200 mL of dichloromethane was added 5.5 mL (0.11 mole) of bromine over 90 minutes. A stream of nitrogen was bubbled through the reaction mixture for 15 minutes. The mixture solvent was removed under reduced pressure. The residue was dissolved with ethanol, and then concentrated under reduced pressure to give 27.25 g of 2-bromo-1-(2-trifluoromethyl-phenyl)-ethanone as a yellow oil, which was used in the next step without further purification.

Workup

  1. customA stream of nitrogen was bubbled through the reaction mixture for 15 minutes
  2. customThe mixture solvent was removed under reduced pressure
  3. dissolutionThe residue was dissolved with ethanol
  4. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-0b0a9f6db9024e3eb37d062e137f3e1f
Source dataset
uspto-grants-2011_10
Patent number
US08044213B2

Reaction notes

Loading…