Potassium Carbonate → HCID 66734280, compound

HRID 1929629Notes

Reaction equation

HRID 1929629 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([OH:8])=[CH:4][C:3]=1[C:9]([F:12])([F:11])[F:10].C(=O)([O-])[O-].[K+].[K+].Br[CH2:20][C:21]([O:23][CH3:24])=[O:22]>CC(=O)CC>[CH3:24][O:23][C:21](=[O:22])[CH2:20][O:8][C:5]1[CH:6]=[CH:7][C:2]([F:1])=[C:3]([C:9]([F:10])([F:11])[F:12])[CH:4]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 60984Methyl bromoacetateHCID 6018544-Fluoro-3-(trifluoromethyl)phenol

Product 1

HCID 66734280HCID 66734280, compound

Reagents, catalysts & solvents 1

HCID 6569Methyl Ethyl KetoneSolvent

Procedure

A mixture of 4-fluoro-3-trifluoromethyl-phenol (10.000 g; 55.525 mmol), potassium carbonate (9.591 g; 69.406 mmol), and methyl bromoacetate (6.38 ml; 69.406 mmol) in butanone (380 ml) was heated at reflux for 1 h30. Filtration, concentration to dryness under reduced pressure, and purification by FC (heptane/EA, 4/1) afforded (4-fluoro-3-trifluoromethyl-phenoxy)-acetic acid methyl ester as a colorless oil (13.300 g; 95%). LC-MS: tR=0.95 min.; [M+H]+: no ionisation.

Workup

  1. temperaturewas heated
  2. temperatureat reflux for 1 h30
  3. filtrationFiltration, concentration to dryness
  4. customunder reduced pressure, and purification by FC (heptane/EA, 4/1)

Sources & evidence

ORD record
ord-71c69f4ce79642448724b3dbb4e4edf8
Source dataset
uspto-grants-2012_05
Patent number
US08188082B2

Reaction notes

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