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Potassium Hydroxide → 3-Acetyl-4,5-dimethyl-1H-pyrrole-2-carboxylic acid

HRID 917796
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 917796
C([O:3][C:4]([C:6]1[NH:7][C:8]([CH3:15])=[C:9]([CH3:14])[C:10]=1[C:11](=[O:13])[CH3:12])=[O:5])C.[OH-].[K+]>C(O)C>[C:11]([C:10]1[C:9]([CH3:14])=[C:8]([CH3:15])[NH:7][C:6]=1[C:4]([OH:5])=[O:3])(=[O:13])[CH3:12]
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Komponenten

4

Edukt 2

HCID 14797Potassium HydroxideHCID 12288399Ethyl 3-acetyl-4,5-dimethyl-1H-pyrrole-2-carboxylate

Produkt 1

HCID 5906793-Acetyl-4,5-dimethyl-1H-pyrrole-2-carboxylic acidAusbeute 81,7 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

A mixture of pyrrole ester 9b (8.2 g, 0.0392 mol), in ethanol and 100 mL of 10% potassium hydroxide were refluxed for 1 h. The mixture was cooled and concentrated in vacuo to an oil. Water was added to the oil, the mixture acidified with dilute HCl and extracted with ether. The organic phase was dried with anhy. sodium sulfate and concentrated in vacuo to a solid residue. The compound was recrystallized in 80 mL of ethanol to give 5.8 g of pure 3-acetyl-4,5-dimethyl-2-pyrrole carboxylic acid 10b as a solid.

Aufarbeitung

  1. temperatureThe mixture was cooled
  2. concentrationconcentrated in vacuo to an oil
  3. additionWater was added to the oil
  4. extractionextracted with ether
  5. customThe organic phase was dried with anhy
  6. concentrationsodium sulfate and concentrated in vacuo to a solid residue
  7. customThe compound was recrystallized in 80 mL of ethanol

Quellen und Nachweise

ORD-Eintrag
ord-b0aace673b2641c2ae547b7de139cd09
Quelldatensatz
uspto-grants-2007_09
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US07273885B2

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