Hydrochloric Acid → 4-(Cyclohexyloxy)-2-(4-fluoroanilino)benzoic acid

HRID 2191666Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2191666
[OH-].[Na+].CC(O)C.[CH:7]1([O:13][C:14]2[CH:23]=[CH:22][C:17]([C:18]([O:20]C)=[O:19])=[C:16]([NH:24][C:25]3[CH:30]=[CH:29][C:28]([F:31])=[CH:27][CH:26]=3)[CH:15]=2)[CH2:12][CH2:11][CH2:10][CH2:9][CH2:8]1.Cl>C(OCC)(=O)C>[CH:7]1([O:13][C:14]2[CH:23]=[CH:22][C:17]([C:18]([OH:20])=[O:19])=[C:16]([NH:24][C:25]3[CH:26]=[CH:27][C:28]([F:31])=[CH:29][CH:30]=3)[CH:15]=2)[CH2:8][CH2:9][CH2:10][CH2:11][CH2:12]1

Komponenten

6

Edukt 4

HCID 313Hydrochloric AcidHCID 3776IsopropanolHCID 14798Sodium HydroxideHCID 57668066Methyl 4-(cyclohexyloxy)-2-(4-fluoroanilino)benzoate

Produkt 1

HCID 576680024-(Cyclohexyloxy)-2-(4-fluoroanilino)benzoic acidAusbeute 20,9 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

10% Sodium hydroxide aqueous solution 0.25 mL was added to a suspension of 2-propanol 2.0 mL of methyl 4-(cyclohexyloxy)-2-(4-fluoroanilino)benzoate 40 mg at room temperature, and it was heated and refluxed for 5 hours. After the reaction mixture was cooled to room temperature,1.0 mol/L hydrochloric acid and ethyl acetate were added to it. The organic layer was separated and collected,dried over anhydrous magnesium sulfate, and the solvent was removed under reduced pressure. Diisopropyl ether and hexane were added to the obtained residue, and solid matter was filtrated to give 4-(cyclohexyloxy)-2-(4-fluoroanilino)benzoic acid 8 mg of white solid.

Aufarbeitung

  1. temperatureit was heated
  2. temperaturerefluxed for 5 hours
  3. customThe organic layer was separated
  4. customthe solvent was removed under reduced pressure
  5. additionDiisopropyl ether and hexane were added to the obtained residue, and solid matter
  6. filtrationwas filtrated

Quellen und Nachweise

ORD-Eintrag
ord-0ee9a5cb7b074377be538df55908c6e4
Quelldatensatz
uspto-grants-2012_12
Patentnummer
US08327467B2

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