Sodium Hydroxide → HCID 23499547, Verbindung

HRID 1836424Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1836424
[CH3:1][O:2][C:3]1[CH:12]=[CH:11][C:6]([C:7]([O:9]C)=[O:8])=[C:5]([C:13]2[CH:18]=[CH:17][C:16]([F:19])=[CH:15][CH:14]=2)[CH:4]=1.[OH-].[Na+]>CO>[CH3:1][O:2][C:3]1[CH:12]=[CH:11][C:6]([C:7]([OH:9])=[O:8])=[C:5]([C:13]2[CH:18]=[CH:17][C:16]([F:19])=[CH:15][CH:14]=2)[CH:4]=1

Komponenten

4

Edukt 2

HCID 14798Sodium HydroxideHCID 23499548Methyl 4-methoxy-2-(4-fluorophenyl)benzoate

Produkt 1

HCID 23499547HCID 23499547, VerbindungAusbeute 83 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

To a solution of methyl 4-methoxy-2-(4-fluorophenyl)benzoate (9.8 g.) in methanol (75 ml.) was added 2N aqueous sodium hydroxide solution (45 ml.) and the mixture heated at reflux for 1.5 hours. The reaction was cooled to ambient temperature, filtered and the filtrate concentrated to remove the methanol. The residual aqueous phase was washed with ether, acidified to pH 1 using concentrated hydrochloric acid and extracted with ethyl acetate. The organic extracts were dried and the solvent removed to give 4-methoxy-2-(4-fluorophenyl)benzoic acid (Compound (xxix) in Scheme 3) as a white solid (7.7 g), which was used without further purification.

Aufarbeitung

  1. temperaturethe mixture heated
  2. temperatureat reflux for 1.5 hours
  3. filtrationfiltered
  4. concentrationthe filtrate concentrated
  5. customto remove the methanol
  6. washThe residual aqueous phase was washed with ether
  7. extractionextracted with ethyl acetate
  8. customThe organic extracts were dried
  9. customthe solvent removed

Quellen und Nachweise

ORD-Eintrag
ord-c1fd8b72a35a49d0b0f73706736bb79f
Quelldatensatz
uspto-grants-2004_08
Patentnummer
US06777438B2

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