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Potassium Hydroxide → [3-(5-Chloro-2-thienyl)-4-(2-methoxyethyl)-5-oxo-4,5-dihydro-1H-1,2,4-triazol-1-yl]acetic acid

HRID 220685
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 220685
[Cl:1][C:2]1[S:6][C:5]([C:7]2[N:11]([CH2:12][CH2:13][O:14][CH3:15])[C:10](=[O:16])[N:9]([CH2:17][C:18]([O:20]CC)=[O:19])[N:8]=2)=[CH:4][CH:3]=1.[OH-].[K+]>CO>[Cl:1][C:2]1[S:6][C:5]([C:7]2[N:11]([CH2:12][CH2:13][O:14][CH3:15])[C:10](=[O:16])[N:9]([CH2:17][C:18]([OH:20])=[O:19])[N:8]=2)=[CH:4][CH:3]=1
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

4

Edukt 2

HCID 14797Potassium HydroxideHCID 59536780Ethyl [3-(5-chloro-2-thienyl)-4-(2-methoxyethyl)-5-oxo-4,5-dihydro-1H-1,2,4-triazol-1-yl]acetate

Produkt 1

HCID 59536891[3-(5-Chloro-2-thienyl)-4-(2-methoxyethyl)-5-oxo-4,5-dihydro-1H-1,2,4-triazol-1-yl]acetic acid

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

Of the compound from Example 169A, 3.2 g (9.25 mmol) were dissolved in 28 ml of methanol. Then 2.82 ml of 20% strength aqueous potassium hydroxide solution were added. The mixture was stirred at RT for 2 h. The methanol fraction was reduced to half on a rotary evaporator. The mixture was then diluted with water and extracted once with 15 ml of ethyl acetate. The aqueous phase was acidified with 920 μl of concentrated hydrochloric acid and extracted with twice 15 ml of ethyl acetate. The combined organic phases were dried over sodium sulphate, filtered and freed from the solvent on a rotary evaporator. Drying in an HV gave 2.34 g (80% of theory) of the title compound.

Aufarbeitung

  1. customThe methanol fraction was reduced to half on a rotary evaporator
  2. additionThe mixture was then diluted with water
  3. extractionextracted once with 15 ml of ethyl acetate
  4. extractionextracted with twice 15 ml of ethyl acetate
  5. dry with materialThe combined organic phases were dried over sodium sulphate
  6. filtrationfiltered
  7. customfreed from the solvent on a rotary evaporator
  8. customDrying in an HV

Quellen und Nachweise

ORD-Eintrag
ord-e3d82ff195314e8c89c409279653e80b
Quelldatensatz
uspto-grants-2012_06
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US08202895B2

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