Lithium Hydroxide → 2-(3-Hydroxybutan-2-ylamino)thiazole-4-carboxylic acid

HRID 872659

Reaktionsgleichung

Reaktionsgleichung von HRID 872659
[OH:1][CH:2]([CH3:15])[CH:3]([NH:5][C:6]1[S:7][CH:8]=[C:9]([C:11]([O:13]C)=[O:12])[N:10]=1)[CH3:4].[OH-].[Li+]>C1COCC1.O>[OH:1][CH:2]([CH3:15])[CH:3]([NH:5][C:6]1[S:7][CH:8]=[C:9]([C:11]([OH:13])=[O:12])[N:10]=1)[CH3:4]

Komponenten

4

Edukt 2

HCID 3939Lithium HydroxideHCID 87294675Methyl 2-(3-hydroxybutan-2-ylamino)thiazole-4-carboxylate

Produkt 1

HCID 866702512-(3-Hydroxybutan-2-ylamino)thiazole-4-carboxylic acid

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 21881883Oxolane--water (1/1)Lösungsmittel

Versuchsvorschrift

Methyl 2-(3-hydroxybutan-2-ylamino)thiazole-4-carboxylate (1.092 g, 4.75 mmol) was dissolved in THF/water (9:1) mixture and 1M lithium hydroxide (9.49 ml, 9.49 mmol) was added slowly. The reaction mixture was stirred at RT for 1 h and evaporated to dryness. DCM and water was added and pH was adjusted to 2. Acidic water phase was washed twice with DCM and evaporated to dryness. Evaporation residue was dissolved in ethanol, a precipitation was filtered and the filtrate was evaporated to dryness to give a crude product. m/z [216.3+1].

Aufarbeitung

  1. additionwas added slowly
  2. customevaporated to dryness
  3. additionDCM and water was added
  4. washAcidic water phase was washed twice with DCM
  5. customevaporated to dryness
  6. customEvaporation residue
  7. dissolutionwas dissolved in ethanol
  8. customa precipitation
  9. filtrationwas filtered
  10. customthe filtrate was evaporated to dryness

Quellen und Nachweise

ORD-Eintrag
ord-5ca7acb4135b4aa79f642a01fb27cae0
Quelldatensatz
uspto-grants-2015_03
Patentnummer
US08975254B2

Verknüpfte Notizen

Wird geladen…