Sodium Hydroxide → [4-Methyl-2-(4-trifluoromethyl-phenyl)-thiazol-5-yl]-acetic acid

HRID 460026Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 460026
C([O:3][C:4](=[O:22])[CH2:5][C:6]1[S:10][C:9]([C:11]2[CH:16]=[CH:15][C:14]([C:17]([F:20])([F:19])[F:18])=[CH:13][CH:12]=2)=[N:8][C:7]=1[CH3:21])C.[OH-].[Na+]>CO>[CH3:21][C:7]1[N:8]=[C:9]([C:11]2[CH:16]=[CH:15][C:14]([C:17]([F:20])([F:18])[F:19])=[CH:13][CH:12]=2)[S:10][C:6]=1[CH2:5][C:4]([OH:22])=[O:3]

Komponenten

4

Edukt 2

HCID 14798Sodium HydroxideHCID 17972170Ethyl{4-methyl-2-[4-(trifluoromethyl)phenyl]-1,3-thiazol-5-yl}acetate2×

Produkt 1

HCID 17972178[4-Methyl-2-(4-trifluoromethyl-phenyl)-thiazol-5-yl]-acetic acid

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

To ethyl{4-methyl-2-[4-(trifluoromethyl)phenyl]-1,3-thiazol-5-yl}acetate (intermediate 13, 0.5 g) in methanol (5 ml) was added 2M sodium hydroxide solution (3 ml). The resulting suspension was stirred at room temperature for 40 minutes, before the solvent was removed in vacuo. The residue was diluted with water (5 ml) acidified (2M hydrochloric acid) and the product extracted twice with ethyl acetate. The combined organic extracts were dried (magnesium sulfate), filtered and evaporated to give the title compound as a yellow solid.

Aufarbeitung

  1. customwas removed in vacuo
  2. additionThe residue was diluted with water (5 ml)
  3. extractionthe product extracted twice with ethyl acetate
  4. dry with materialThe combined organic extracts were dried (magnesium sulfate)
  5. filtrationfiltered
  6. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-ae2ceac6b2e347b3bf9e54495ec1ae92
Quelldatensatz
uspto-grants-2007_03
Patentnummer
US07196107B2

Notizen zur Reaktion

Wird geladen…