Sodium Hydroxide → 5-Oxazol-4-yl-thiophene-3-carboxylic acid

HRID 1914594Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1914594
C[O:2][C:3]([C:5]1[CH:9]=[C:8]([C:10]2[N:11]=[CH:12][O:13][CH:14]=2)[S:7][CH:6]=1)=[O:4].[OH-].[Na+]>CO>[O:13]1[CH:14]=[C:10]([C:8]2[S:7][CH:6]=[C:5]([C:3]([OH:4])=[O:2])[CH:9]=2)[N:11]=[CH:12]1

Komponenten

4

Edukt 2

HCID 14798Sodium Hydroxide2×HCID 581102445-Oxazol-4-yl-thiophene-3-carboxylic acid methyl ester

Produkt 1

HCID 581102215-Oxazol-4-yl-thiophene-3-carboxylic acidAusbeute 50 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

5-Oxazol-4-yl-thiophene-3-carboxylic acid methyl ester (0.338 g, 1.62 mmol) was dissolved in methanol (3 mL) and sodium hydroxide (1 N, 2.1 mL) was added. The mixture was stirred at room temperature for 2 hours then a further amount of sodium hydroxide (1 N, 1 mL) was added and stirring continued overnight. The mixture was concentrated and the residue treated with HCl (1 N, 3.5 mL). The resultant precipitate was collected by filtration to give the title compound as a tan/off-white solid (0.158 g). The filtrate was passed through an SCX-2 cartridge (20 g) and concentrated to give a further amount of the title compound as a tan solid (0.078 g). LCMS m/z 196.13 [M+H]+ R. T.=3.22 min (Analytical Method 9).

Aufarbeitung

  1. stirringstirring continued overnight
  2. concentrationThe mixture was concentrated
  3. additionthe residue treated with HCl (1 N, 3.5 mL)
  4. filtrationThe resultant precipitate was collected by filtration

Quellen und Nachweise

ORD-Eintrag
ord-5695d8d6489a46febcb75ac93a2f606c
Quelldatensatz
uspto-grants-2013_12
Patentnummer
US08614209B2

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