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Sodium Hydroxide → HCID 12897089, Verbindung

HRID 894071
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 894071
[Cl:1][C:2]1[NH:6][CH:5]=[C:4]([C:7]([O:9]C)=[O:8])[CH:3]=1.[OH-].[Na+]>CO>[Cl:1][C:2]1[NH:6][CH:5]=[C:4]([C:7]([OH:9])=[O:8])[CH:3]=1
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

4

Edukt 2

HCID 14798Sodium HydroxideHCID 12897088HCID 12897088, Verbindung

Produkt 1

HCID 12897089HCID 12897089, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Versuchsvorschrift

Methyl 5-chloropyrrole-3-carboxylate (900 g.) was refluxed for 9 hours with 20 ml. of methanol and 10 ml. of 1 N sodium hydroxide. Methanol was removed by evaporation, the aqueous residue was diluted with approximately 10 ml. of water and extracted twice with ether. The aqueous phase was acidified with conc. hydrochloric acid and product extracted into ethyl acetate. The three ethyl acetate extracts were combined, washed with saturated sodium chloride, dried over anhydrous sodium sulfate and evaported to product (715 mg., m.p. 175°-178° C.). Recrystallization from methylene chloride/hexane afforded purified 5-chloropyrrole-3-carboxylic acid (300 mg., m.p. 178°-180° C.).

Aufarbeitung

  1. customMethanol was removed by evaporation
  2. additionthe aqueous residue was diluted with approximately 10 ml
  3. extractionof water and extracted twice with ether
  4. extractionextracted into ethyl acetate
  5. washwashed with saturated sodium chloride
  6. dry with materialdried over anhydrous sodium sulfate
  7. customRecrystallization from methylene chloride/hexane
  8. customafforded
  9. custompurified 5-chloropyrrole-3-carboxylic acid (300 mg., m.p. 178°-180° C.)

Quellen und Nachweise

ORD-Eintrag
ord-0d5950d80ec64e7a9af10fac8540442c
Quelldatensatz
uspto-grants-1981_08
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US04282242

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