Hydrochloric Acid → (4-{[2-(2-Furyl)-5-methyl-1,3-oxazol-4-yl]methoxy}-3-methoxyphenyl)acetic acid

HRID 2221622Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2221622
[O:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[C:6]1[O:7][C:8]([CH3:27])=[C:9]([CH2:11][O:12][C:13]2[CH:18]=[CH:17][C:16]([CH2:19][C:20]([O:22]CC)=[O:21])=[CH:15][C:14]=2[O:25][CH3:26])[N:10]=1.Cl>[OH-].[K+]>[O:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[C:6]1[O:7][C:8]([CH3:27])=[C:9]([CH2:11][O:12][C:13]2[CH:18]=[CH:17][C:16]([CH2:19][C:20]([OH:22])=[O:21])=[CH:15][C:14]=2[O:25][CH3:26])[N:10]=1

Komponenten

4

Edukt 2

HCID 313Hydrochloric AcidHCID 86605737HCID 86605737, Verbindung

Produkt 1

HCID 69216979(4-{[2-(2-Furyl)-5-methyl-1,3-oxazol-4-yl]methoxy}-3-methoxyphenyl)acetic acidAusbeute 95 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 14797Potassium HydroxideLösungsmittel

Versuchsvorschrift

Ethyl (4-{[2-(2-furyl)-5-methyl-1,3-oxazol-4-yl]methoxy}-3-methoxyphenyl)acetate (6.19 g) was dissolved in 0.25N potassium hydroxide mixed solution (potassium hydroxide 7.01 g/methanol 125 mL/tetrahydrofuran 354 mL/distilled water 21 mL), and the mixture was stirred overnight at room temperature. The reaction mixture was acidified by adding hydrochloric acid, and the mixture was extracted with ethyl acetate. The extract was washed successively with distilled water and saturated brine, dried over anhydrous magnesium sulfate and concentrated. The residue was recrystallized from ethanol-diisopropyl ether to give (4-{[2-(2-furyl)-5-methyl-1,3-oxazol-4-yl]methoxy}-3-methoxyphenyl)acetic acid as a white solid (5.43 g, yield 95%). melting point: 162-164° C.

Aufarbeitung

  1. extractionthe mixture was extracted with ethyl acetate
  2. washThe extract was washed successively with distilled water and saturated brine
  3. dry with materialdried over anhydrous magnesium sulfate
  4. concentrationconcentrated
  5. customThe residue was recrystallized from ethanol-diisopropyl ether

Quellen und Nachweise

ORD-Eintrag
ord-e1c425a24e6d43aab40e616d2d836433
Quelldatensatz
uspto-grants-2008_05
Patentnummer
US07368578B2

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