Hydrochloric Acid → 4-(2,3-Dichlorophenyl)-1H-pyrrole-3-carboxylic acid

HRID 1194121Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1194121
[C:1]([C:5]1[C:9]([C:10]2[CH:15]=[CH:14][CH:13]=[C:12]([Cl:16])[C:11]=2[Cl:17])=[CH:8][NH:7][CH:6]=1)([O:3]C)=[O:2].Cl>CO>[Cl:17][C:11]1[C:12]([Cl:16])=[CH:13][CH:14]=[CH:15][C:10]=1[C:9]1[C:5]([C:1]([OH:3])=[O:2])=[CH:6][NH:7][CH:8]=1

Komponenten

4

Edukt 2

HCID 313Hydrochloric AcidHCID 15087831Methyl 4-(2,3-dichlorophenyl)-1H-pyrrole-3-carboxylate2×

Produkt 1

HCID 152390934-(2,3-Dichlorophenyl)-1H-pyrrole-3-carboxylic acid

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 887MethanolLösungsmittel

Reaktionsbedingungen

Temperatur
70 °C

Versuchsvorschrift

3.2 g of the 3-carbomethoxy-4-(2,3-dichlorophenyl)pyrrole obtained in (a) and 40 ml of a 1:1 mixture of methanol and 5N HCl are stirred for hours at 70° C. After it has coled to room temperature, the reaction mixture is poured onto ice and extracted with ethyl acetate. The ester phase is in turn extracted with 10% sodium hydroxide solution. The aqueous extract is washed twice with ethyl acetate, acidified with hydrochloric acid and extracted with ethyl acetate. The organic phase is washed with water, dried over magnesium sulfate and filtered. The filtrate is concentrated by evaporation and the resultant 4-(2,3-dichlorphenyl)pyrrole-3-carboxylic acid melts at 180°-182° C.

Aufarbeitung

  1. customhas coled to room temperature
  2. additionthe reaction mixture is poured onto ice
  3. extractionextracted with ethyl acetate
  4. extractionextracted with 10% sodium hydroxide solution
  5. extractionThe aqueous extract
  6. washis washed twice with ethyl acetate
  7. extractionextracted with ethyl acetate
  8. washThe organic phase is washed with water
  9. dry with materialdried over magnesium sulfate
  10. filtrationfiltered
  11. concentrationThe filtrate is concentrated by evaporation

Quellen und Nachweise

ORD-Eintrag
ord-4d21689ba5c540a1aec19ec28d2cbfba
Quelldatensatz
uspto-grants-1989_03
Patentnummer
US04812580

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