Hydrochloric Acid → 3-[5-(2-Carboxyethyl)-1,3-oxazol-2-yl]benzoic acid

HRID 348882

Reaktionsgleichung

Reaktionsgleichung von HRID 348882
C[O:2][C:3](=[O:21])[CH2:4][CH2:5][C:6]1[O:10][C:9]([C:11]2[CH:12]=[C:13]([CH:18]=[CH:19][CH:20]=2)[C:14]([O:16]C)=[O:15])=[N:8][CH:7]=1.O.[OH-].[Li+].Cl>O1CCCC1.CO.O>[C:3]([CH2:4][CH2:5][C:6]1[O:10][C:9]([C:11]2[CH:12]=[C:13]([CH:18]=[CH:19][CH:20]=2)[C:14]([OH:16])=[O:15])=[N:8][CH:7]=1)([OH:21])=[O:2]

Komponenten

5

Edukt 3

HCID 313Hydrochloric AcidHCID 168937Lithium hydroxide, monohydrate2×HCID 21086154Methyl 3-[5-(3-methoxy-3-oxopropyl)-1,3-oxazol-2-yl]benzoate

Produkt 1

HCID 210856903-[5-(2-Carboxyethyl)-1,3-oxazol-2-yl]benzoic acid

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 21892291Methanol tetrahydrofuran waterLösungsmittel

Versuchsvorschrift

To methyl 3-[5-(3-methoxy-3-oxopropyl)-1,3-oxazol-2-yl]benzoate (400 mg 1.3 mmol) in 2:1:1 tetrahydrofuran/methanol/water (8 mL) is added lithium hydroxide monohydrate (112 mg, 2.7 mmol), and the reaction is stirred 2 h at room temperature. More lithium hydroxide monohydrate (225 mg, 5.4 mmol) is added and the reaction is stirred 16 h at room temperature. The reaction is treated with excess concentrated hydrochloric acid resulting in a precipitate. The precipitate is filtered to give the title compound. ESI MS m/z 260.1 [M−H]−.

Aufarbeitung

  1. stirringthe reaction is stirred 16 h at room temperature
  2. filtrationThe precipitate is filtered

Quellen und Nachweise

ORD-Eintrag
ord-c76a67185ebe472a94d75cebc3c9c76e
Quelldatensatz
uspto-grants-2007_02
Patentnummer
US07176242B2

Verknüpfte Notizen

Wird geladen…