Potassium Carbonate → HCID 66619455, compound

HRID 852406Notes

Reaction equation

HRID 852406 reaction equation
[CH2:1]([O:3][C:4](=[O:20])[C:5]([O:8][C:9]1[CH:14]=[CH:13][C:12]([O:15]C(=O)C)=[C:11]([F:19])[CH:10]=1)([CH3:7])[CH3:6])[CH3:2].C([O-])([O-])=O.[K+].[K+].OS([O-])(=O)=O.[K+]>C(O)C>[CH2:1]([O:3][C:4](=[O:20])[C:5]([O:8][C:9]1[CH:14]=[CH:13][C:12]([OH:15])=[C:11]([F:19])[CH:10]=1)([CH3:7])[CH3:6])[CH3:2]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 516920Potassium bisulfateHCID 67072090HCID 67072090, compound

Product 1

HCID 66619455HCID 66619455, compoundYield 93.9%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 3.10 g (10.9 mmol) of 2-(4-acetoxy-3-fluoro-phenoxy)-2-methyl-propionic acid ethyl ester in 30 ml ethanol was treated at 0° C. with 2.26 g (16.4 mmol) of K2CO3. The mixture was stirred for 1 day at RT, then neutralized with aqueous 10% KHSO4 and extracted with ether (three times). The organic phases were washed with aqueous 10% KHSO4, aqueous 10% NaCl and dried over sodium sulfate. The crude product was purified by flash chromatography over silica gel with heptane/AcOEt 97.5:2.5 to 4:1, to give 2.48 g of the title compound as colorless crystals.

Workup

  1. extractionextracted with ether (three times)
  2. washThe organic phases were washed with aqueous 10% KHSO4, aqueous 10% NaCl
  3. dry with materialdried over sodium sulfate
  4. customThe crude product was purified by flash chromatography over silica gel with heptane/AcOEt 97.5:2.5 to 4:1

Sources & evidence

ORD record
ord-4b6c09413b4347e0b1e0b7dde8fd1262
Source dataset
uspto-grants-2007_08
Patent number
US07253192B2

Reaction notes

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