Sodium Hydroxide → 3-Chloro-5-methylthiophene-2-carboxylic acid
Reaktionsgleichung
C[O:2][C:3]([C:5]1[S:6][C:7]([CH3:11])=[CH:8][C:9]=1[Cl:10])=[O:4].[OH-].[Na+]>C(O)C>[C:3]([C:5]1[S:6][C:7]([CH3:11])=[CH:8][C:9]=1[Cl:10])([OH:4])=[O:2]Komponenten
4
Edukt 2
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Versuchsvorschrift
To a solution of 2-methoxycarbonyl-3-chloro-5-methylthiophene (1.3 g, 6.8 mmol) in ethanol (16 mL) was added aqueous sodium hydroxide (1 N, 16 mL, 16 mmol) and the mixture stirred at ambient temperature. After 3 hours the mixture was concentrated of all volatiles in vacuo. The residual solid was dissolved in water (60 mL), acidified with 1 N HCl and the solid collected by filtration to afford 1.2 g (95% yield) of 2-carboxy-3-chloro-5-methylthiophene as a white solid; NMR (CDCl3) 6.8 (s, 1), 2.5 (s, 3) ppm.
Aufarbeitung
- concentrationAfter 3 hours the mixture was concentrated of all volatiles in vacuo
- dissolutionThe residual solid was dissolved in water (60 mL)
- filtrationthe solid collected by filtration
Quellen und Nachweise
- ORD-Eintrag
- ord-a3c97b0a5f6345bb8964c739859de80f
- Quelldatensatz
- uspto-grants-2002_04
- Patentnummer
- US06380221B1
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