1-[2-Fluoro-3-(trifluoromethyl)phenyl]ethan-1-one → HCID 2778779, compound

HRID 1257455Notes

Reaction equation

HRID 1257455 reaction equation
[F:1][C:2]1[C:7]([C:8]([F:11])([F:10])[F:9])=[CH:6][CH:5]=[CH:4][C:3]=1[C:12](=[O:14])[CH3:13].[Br-:15].[Br-].[Br-].C1([N+](C)(C)C)C=CC=CC=1.C1([N+](C)(C)C)C=CC=CC=1.C1([N+](C)(C)C)C=CC=CC=1>C(OCC)C.C(=O)([O-])O.[Na+]>[Br:15][CH2:13][C:12]([C:3]1[CH:4]=[CH:5][CH:6]=[C:7]([C:8]([F:10])([F:11])[F:9])[C:2]=1[F:1])=[O:14]

Participants

5

Reactant 2

HCID 27375291-[2-Fluoro-3-(trifluoromethyl)phenyl]ethan-1-oneHCID 17977687Phenyltrimethylammonium bromide dibromide

Product 1

HCID 2778779HCID 2778779, compoundYield 99.1%

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolventHCID 516892Sodium BicarbonateSolvent

Procedure

To a solution of 1-[2-fluoro-3-(trifluoromethyl)phenyl]ethanone (5.07 g, 24.6 mmol) in diethyl ether (15 mL) was added phenyltrimethylammonium tribromide (9.62 g, 25.6 mmol), and the mixture was stirred overnight. The reaction mixture was diluted with diluted aqueous sodium hydrogen carbonate solution, and extracted with ethyl acetate. The extract was washed with saturated brine, dried over sodium sulfate, and concentrated under reduced pressure to give the title compound (6.95 g, 99%) as a yellow oil.

Workup

  1. extractionextracted with ethyl acetate
  2. washThe extract was washed with saturated brine
  3. dry with materialdried over sodium sulfate
  4. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-6274fd1d10104b82928181f37029978b
Source dataset
uspto-grants-2013_06
Patent number
US08461348B2

Reaction notes

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