Hydrochloric Acid → 3-Phenyl-4-(trifluoromethyl)isothiazole-5-carboxylic acid

HRID 1948544Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1948544
[C:1]1([C:7]2[C:11]([C:12]([F:15])([F:14])[F:13])=[C:10]([C:16]([O:18]C)=[O:17])[S:9][N:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[Li+].[OH-].Cl>C1COCC1>[C:1]1([C:7]2[C:11]([C:12]([F:13])([F:14])[F:15])=[C:10]([C:16]([OH:18])=[O:17])[S:9][N:8]=2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Komponenten

5

Edukt 3

HCID 313Hydrochloric AcidHCID 3939Lithium HydroxideHCID 58374139Methyl 3-phenyl-4-(trifluoromethyl)isothiazole-5-carboxylate

Produkt 1

HCID 583740793-Phenyl-4-(trifluoromethyl)isothiazole-5-carboxylic acidAusbeute 88,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

To a solution of methyl 3-phenyl-4-(trifluoromethyl)isothiazole-5-carboxylate (50 mg, 0.174 mmol) in THF (0.5 mL) was added a 1M LiOH solution (0.2mL). The resulting mixture was stirred at room temperature overnight. The pH of the reaction mixture was made acidic using 1N HCl and the solid that separates out was collected by filtration and dried in vacuo to yield 3-phenyl-4-(trifluoromethyl)isothiazole-5-carboxylic acid (42 mg, 0.154 mmol, 88% yield) as a pale yellow solid. LC/MS M+1=274.

Aufarbeitung

  1. filtrationthe solid that separates out was collected by filtration
  2. customdried in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-a9a35665ef9340fe94576832bd39921f
Quelldatensatz
uspto-grants-2013_03
Patentnummer
US08399451B2

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