Ethyl bromoacetate → Ethyl 2-(2-(trifluoromethyl)phenoxy)acetate

HRID 9623

Reaction equation

HRID 9623 reaction equation
[F:1][C:2]([F:11])([F:10])[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[OH:9].C(=O)([O-])[O-].[Cs+].[Cs+].Br[CH2:19][C:20]([O:22][CH2:23][CH3:24])=[O:21]>C(#N)C.O.C(OCC)(=O)C>[CH2:23]([O:22][C:20](=[O:21])[CH2:19][O:9][C:4]1[CH:5]=[CH:6][CH:7]=[CH:8][C:3]=1[C:2]([F:10])([F:11])[F:1])[CH3:24]

Participants

7

Reactant 3

HCID 7748Ethyl bromoacetateHCID 10796Cesium carbonateHCID 679582-Trifluoromethylphenol

Product 1

HCID 11354946Ethyl 2-(2-(trifluoromethyl)phenoxy)acetate

Reagents, catalysts & solvents 3

HCID 962WaterSolventHCID 6342AcetonitrileSolventHCID 8857Ethyl AcetateSolvent

Procedure

A mixture of 2-trifluoromethylphenol (1.62 g) in anhydrous acetonitrile was treated with cesium carbonate (3.25 g) and ethyl bromoacetate (1.75 g) and the reaction mixture stirred at room temperature for 2 hours. The reaction mixture was diluted with water and ethyl acetate and the organic layer washed with water and dried with brine and over sodium sulfate. Evaporation of ethyl acetate gave the title compound as a colourless oil.

Workup

  1. washthe organic layer washed with water
  2. dry with materialdried with brine and over sodium sulfate
  3. customEvaporation of ethyl acetate

Sources & evidence

ORD record
ord-6d696bea668f4b758ccefed342a68beb
Source dataset
uspto-grants-2006_08
Patent number
US07091237B2

Linked notes

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