Lithium Hydroxide → 3-Aminoisoxazole-5-carboxylic acid

HRID 1891410Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1891410
[NH2:1][C:2]1[CH:6]=[C:5]([C:7]([O:9]CC)=[O:8])[O:4][N:3]=1.[OH-].[Li+]>C(#N)C.O>[NH2:1][C:2]1[CH:6]=[C:5]([C:7]([OH:9])=[O:8])[O:4][N:3]=1

Komponenten

5

Edukt 2

HCID 3939Lithium HydroxideHCID 11126498Ethyl 3-aminoisoxazole-5-carboxylate

Produkt 1

HCID 552646873-Aminoisoxazole-5-carboxylic acidAusbeute 90,3 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

To a solution of ethyl 3-aminoisoxazole-5-carboxylate (prepared according to Lepage, Francis; Hublot, Bernard; Adolphe, Pierre Sylvie. Preparation of alkyl 3-aminoisoxazole-5-carboxylates. Fr. Demande (1998), FR 2750425) (0.790 g, 5.06 mmol) in acetonitrile (28 mL) and water (9.5 mL) was added lithium hydroxide (0.550 g, 23.0 mmol). The resulting mixture was stirred at rt for 3 h. The reaction was quenched with 1 N HCl. Organic solvent was removed in vacuo. The resulting precipitate was filtered and dried to give the product as white solid (585 mg, 90%). LCMS calculated for C4H5N2O3 (M+H)+: m/z=129.0.

Aufarbeitung

  1. customThe reaction was quenched with 1 N HCl
  2. customOrganic solvent was removed in vacuo
  3. filtrationThe resulting precipitate was filtered
  4. customdried

Quellen und Nachweise

ORD-Eintrag
ord-906661068fda4ef5844c1bf1a44881ff
Quelldatensatz
uspto-grants-2013_08
Patentnummer
US08507541B2

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