Lithium hydroxide, monohydrate → 3-{[Ethyl(propyl)amino]carbonyl}-5-(1,3-oxazol-2-yl)benzoic Acid

HRID 14303

Reaktionsgleichung

Reaktionsgleichung von HRID 14303
[CH2:1]([N:3]([CH2:21][CH2:22][CH3:23])[C:4]([C:6]1[CH:7]=[C:8]([CH:13]=[C:14]([C:16]2[O:17][CH:18]=[CH:19][N:20]=2)[CH:15]=1)[C:9]([O:11]C)=[O:10])=[O:5])[CH3:2].O.[OH-].[Li+]>O1CCCC1.CO.O.C(Cl)(Cl)Cl>[CH2:1]([N:3]([CH2:21][CH2:22][CH3:23])[C:4]([C:6]1[CH:7]=[C:8]([CH:13]=[C:14]([C:16]2[O:17][CH:18]=[CH:19][N:20]=2)[CH:15]=1)[C:9]([OH:11])=[O:10])=[O:5])[CH3:2]

Komponenten

5

Edukt 2

HCID 168937Lithium hydroxide, monohydrateHCID 21086182Methyl 3-{[ethyl(propyl)amino]carbonyl}-5-(1,3-oxazol-2-yl)benzoate

Produkt 1

HCID 210858313-{[Ethyl(propyl)amino]carbonyl}-5-(1,3-oxazol-2-yl)benzoic Acid

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6212ChloroformLösungsmittelHCID 21892291Methanol tetrahydrofuran waterLösungsmittel

Versuchsvorschrift

To methyl 3-{[ethyl(propyl)amino]carbonyl}-5-(1,3-oxazol-2-yl)benzoate (375 mg, 1.2 mmol) in tetrahydrofuran/methanol/water (1:1:1, 9 mL) is added lithium hydroxide monohydrate (100 mg, 2.4 mmol), and the reaction is stirred at room temperature 16 h. The solution is diluted in chloroform and washed with water and saturated sodium chloride, dried (sodium sulfate), filtered, and concentrated under reduced pressure to give the title compound. ESI MS m/z 301.1 [M−H]−.

Aufarbeitung

  1. washwashed with water and saturated sodium chloride
  2. dry with materialdried (sodium sulfate)
  3. filtrationfiltered
  4. concentrationconcentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-12ecfca733f9427082c89b0123cdd622
Quelldatensatz
uspto-grants-2010_06
Patentnummer
US07727997B2

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