Nitric Acid → 2,4-Dihydroxy-5-nitrobenzoic acid

HRID 643930

Reaktionsgleichung

Reaktionsgleichung von HRID 643930
[N+:1]([O-:4])(O)=[O:2].[OH:5][C:6]1[CH:14]=[C:13]([OH:15])[CH:12]=[CH:11][C:7]=1[C:8]([OH:10])=[O:9]>CC(O)=O>[OH:5][C:6]1[CH:14]=[C:13]([OH:15])[C:12]([N+:1]([O-:4])=[O:2])=[CH:11][C:7]=1[C:8]([OH:10])=[O:9]

Komponenten

4

Edukt 2

HCID 944Nitric AcidHCID 14912,4-Dihydroxybenzoic Acid

Produkt 1

HCID 166379152,4-Dihydroxy-5-nitrobenzoic acid

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 176Acetic AcidLösungsmittel

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

To an ice cold stirred solution of nitric acid (70%, 28 mL) and AcOH (30 mL), is added portionwise 2,4-dihydroxybenzoic acid (7.7 g, 49.9 mmol). The mixture is stirred at 0° C. for 15 min and then slowly warmed to room temperature. The reaction becomes very exothermic and is cooled again in an ice bath to keep the mixture at approximately room temperature. The mixture is stirred at room temperature for 18 h. The resulting precipitate is filtered, washed with water, air dried, then washed with DCM and dried under reduced pressure to afford 2,4-dihydroxy-5-nitrobenzoic acid as a solid: (M−H)−=198.1.

Aufarbeitung

  1. temperatureslowly warmed to room temperature
  2. temperatureis cooled again in an ice bath
  3. customat approximately room temperature
  4. stirringThe mixture is stirred at room temperature for 18 h
  5. filtrationThe resulting precipitate is filtered
  6. washwashed with water, air
  7. customdried
  8. washwashed with DCM
  9. customdried under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-9e199b0885ae48148977de179103fcb5
Quelldatensatz
uspto-grants-2010_04
Patentnummer
US07700633B2

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