Ammonium Persulfate → (3,5-Dimethyl-4-nitropyridin-2-yl)methanol

HRID 1067033Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1067033
[CH3:1][C:2]1[CH:3]=[N+:4]([O-])[CH:5]=[C:6]([CH3:11])[C:7]=1[N+:8]([O-:10])=[O:9].S(OC)([O:16][CH3:17])(=O)=O.S(OOS([O-])(=O)=O)([O-])(=O)=O.[NH4+].[NH4+]>CO.O>[CH3:1][C:2]1[C:3]([CH2:17][OH:16])=[N:4][CH:5]=[C:6]([CH3:11])[C:7]=1[N+:8]([O-:10])=[O:9]

Komponenten

5

Edukt 2

HCID 62648Ammonium PersulfateHCID 867570023,5-Dimethyl-4-nitropyridine-N-Oxide dimethyl Sulphate

Produkt 1

HCID 4049415(3,5-Dimethyl-4-nitropyridin-2-yl)methanol

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 887MethanolLösungsmittelHCID 962WaterLösungsmittel

Versuchsvorschrift

3,5-Dimethyl-4-nitropyridine-N-Oxide-dimethyl sulfate adduct (VI) (220 gm, 0.75 mole) was dissolved in methanol (1.0 ltr) and the solution heated to reflux. A solution of ammonium persulfate (140 gm) in water (200 ml) was added dropwise over 4 hours after which reflux was continued for 4 hours. Methanol was distilled off under reduced pressure and the residue was basified to pH 10 by addition of caustic lye (105 ml). The mixture was extracted with dichloromethane (2×400 ml). The dichloromethane layer was dried over sodium sulfate and filtered. The product was used as its solution in dichloromethane for the next reaction.

Aufarbeitung

  1. temperaturethe solution heated to reflux
  2. temperaturereflux
  3. distillationMethanol was distilled off under reduced pressure
  4. additionthe residue was basified to pH 10 by addition of caustic lye (105 ml)
  5. extractionThe mixture was extracted with dichloromethane (2×400 ml)
  6. dry with materialThe dichloromethane layer was dried over sodium sulfate
  7. filtrationfiltered
  8. customThe product was used as its solution in dichloromethane for the next reaction

Quellen und Nachweise

ORD-Eintrag
ord-5a1b70fe1d1b406bb1d67d267201d232
Quelldatensatz
uspto-grants-2001_06
Patentnummer
US06245913B1

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