Nitric Acid → Ethyl 5-nitrothiophene-2-carboxylate

HRID 850963

Reaktionsgleichung

Reaktionsgleichung von HRID 850963
C(OC(=O)C)(=O)C.[N+:8]([O-:11])(O)=[O:9].[S:12]1[CH:16]=[CH:15][CH:14]=[C:13]1[C:17]([O:19][CH2:20][CH3:21])=[O:18]>>[N+:8]([C:16]1[S:12][C:13]([C:17]([O:19][CH2:20][CH3:21])=[O:18])=[CH:14][CH:15]=1)([O-:11])=[O:9]

Komponenten

4

Edukt 3

HCID 944Nitric AcidHCID 7918Acetic AnhydrideHCID 76052Ethyl 2-thenoate

Produkt 1

HCID 304627Ethyl 5-nitrothiophene-2-carboxylate

Versuchsvorschrift

To 160 ml. of acetic anhydride cooled to -5° in an ice-salt bath is added 34 ml. of 90% nitric acid dropwise so that the temperature does not rise above 0°. To this mixture is added 62.7 g. of ethyl 2-thiophenecarboxylate dropwise so that the temperature remains below -5°. Reaction is stirred for 1 hour and poured onto ice. The product is filtered, dried, and recrystallized from hexane.

Aufarbeitung

  1. additionis added 34 ml
  2. customdoes not rise above 0°
  3. additionTo this mixture is added 62.7 g
  4. customremains below -5°
  5. customReaction
  6. additionpoured onto ice
  7. filtrationThe product is filtered
  8. customdried
  9. customrecrystallized from hexane

Quellen und Nachweise

ORD-Eintrag
ord-0a34c26d5c7e47c7b60e97902ce9adb0
Quelldatensatz
uspto-grants-1983_05
Patentnummer
US04382143

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