3,4-Dinitrophenol → 4-(3,4-Dinitrophenoxy)-pyridine

HRID 491579Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 491579
Cl[C:2]1[CH:7]=[CH:6][N:5]=[CH:4][CH:3]=1.[N+:8]([C:11]1[CH:12]=[C:13]([OH:20])[CH:14]=[CH:15][C:16]=1[N+:17]([O-:19])=[O:18])([O-:10])=[O:9].Cl.O1CCOCC1.[OH-].[Na+]>CCOC(C)=O.Cl.O>[N+:8]([C:11]1[CH:12]=[C:13]([CH:14]=[CH:15][C:16]=1[N+:17]([O-:19])=[O:18])[O:20][C:2]1[CH:7]=[CH:6][N:5]=[CH:4][CH:3]=1)([O-:10])=[O:9]

Komponenten

7

Edukt 4

HCID 113483,4-DinitrophenolHCID 122884-ChloropyridineHCID 14798Sodium HydroxideHCID 204431481,4-Dioxane hydrochloride

Produkt 1

HCID 177560774-(3,4-Dinitrophenoxy)-pyridine

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 8857Ethyl AcetateLösungsmittelHCID 21885828Hydrate;hydrochlorideLösungsmittel

Reaktionsbedingungen

Temperatur
145 °C

Versuchsvorschrift

4-Chloropyridine (3.20 g, 28.2 mmol) and 3,4-dinitrophenol (5.96 g, 32.4 mmol) were combined in an open round-bottom flask fitted with running water condenser. The reaction flask was heated to 145° C. After 45 min, 4N HCl/dioxane (2.1 mL) was added. The reaction was heated for an additional 25 min then cooled to RT. The mix was dissolved in EtOAc and 0.5 N HCl/water. The aqueous layer was basified with 6 N NaOH. A beige solid was isolated and identified as title compound.

Aufarbeitung

  1. customfitted with running water condenser
  2. temperatureThe reaction was heated for an additional 25 min
  3. temperaturethen cooled to RT
  4. customA beige solid was isolated

Quellen und Nachweise

ORD-Eintrag
ord-3d9ce4d4a5ba4a3f8afc630eaf4acf43
Quelldatensatz
uspto-grants-2009_05
Patentnummer
US07531553B2

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