Potassium Carbonate → HCID 86659308, compound

HRID 1945218Notes

Reaction equation

HRID 1945218 reaction equation
C(=O)([O-])[O-].[K+].[K+].[CH3:7][O:8][C:9]1[CH:14]=[C:13]([F:15])[CH:12]=[CH:11][C:10]=1[OH:16].[C:17]([O:21][C:22](=[O:27])[C:23](Br)([CH3:25])[CH3:24])([CH3:20])([CH3:19])[CH3:18]>C(#N)C.O>[F:15][C:13]1[CH:12]=[CH:11][C:10]([O:16][C:23]([CH3:25])([CH3:24])[C:22]([O:21][C:17]([CH3:20])([CH3:19])[CH3:18])=[O:27])=[C:9]([O:8][CH3:7])[CH:14]=1

Participants

6

Reactant 3

HCID 11430Potassium CarbonateHCID 90290tert-Butyl 2-bromo-2-methylpropionateHCID 27373684-Fluoro-2-methoxyphenol

Product 1

HCID 86659308HCID 86659308, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6342AcetonitrileSolvent

Procedure

Potassium carbonate (0.97 g) was added to a solution of 2-methoxy-4-fluorophenol (1.0 g) and tert-butyl-2-bromoisobutyrate (1.31 ml) in acetonitrile (20 ml) and heated under reflux for 26 h. The mixture was diluted with water and extracted with ethyl acetate, the organics were dried and evaporated under reduced pressure. The residue was purified by chromatography on silica eluting with using isohexane:diethylether 3:1, yield 0.83 g.

Workup

  1. temperatureheated
  2. temperatureunder reflux for 26 h
  3. extractionextracted with ethyl acetate
  4. customthe organics were dried
  5. customevaporated under reduced pressure
  6. customThe residue was purified by chromatography on silica eluting with using isohexane:diethylether 3:1, yield 0.83 g

Sources & evidence

ORD record
ord-3cdb77830a8a42909fe4b5859b297406
Source dataset
uspto-grants-2013_03
Patent number
US08394986B2

Reaction notes

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