Nitric Acid → 2,6-Lutidine, 4-nitro-, 1-oxide

HRID 2354058

Reaktionsgleichung

Reaktionsgleichung von HRID 2354058
[N+:1]1([O-:9])[C:2]([CH3:8])=[CH:3][CH:4]=[CH:5][C:6]=1[CH3:7].[N+:10]([O-])([OH:12])=[O:11].OS(O)(=O)=O>>[CH3:8][C:2]1[CH:3]=[C:4]([N+:10]([O-:12])=[O:11])[CH:5]=[C:6]([CH3:7])[N+:1]=1[O-:9]

Komponenten

4

Edukt 3

HCID 944Nitric Acid2×HCID 1118Sulfuric Acid2×HCID 140832,6-Dimethylpyridine N-oxide

Produkt 1

HCID 209452,6-Lutidine, 4-nitro-, 1-oxide

Reaktionsbedingungen

Temperatur
80 °C

Versuchsvorschrift

Lutidine-N-oxide (19 g, 155 mmol) is cooled at 0° C. and a mixture of fuming HNO3 (100%, 37.5 mL) and conc. H2SO4 (95-97%, 52.5 mL), prepared by addition of H2SO4 to HNO3 at 0° C., is added slowly. The mixture is heated at 80° C. for 3 h. The cooled mixture is carefully poured into ice-water (500 mL). A white precipitate forms that is filtered. The precipitate is dissolved in CH2Cl2 (100 mL) and the filtrate is extracted with CH2Cl2 (4×75 mL). The organic extracts are combined with the dissolved precipitate and washed with sat. aq. NaCl (2×75 mL), dried (Na2SO4), filtered and evaporated to provide the title compound.

Aufarbeitung

  1. additionis added slowly
  2. filtrationA white precipitate forms that is filtered
  3. dissolutionThe precipitate is dissolved in CH2Cl2 (100 mL)
  4. extractionthe filtrate is extracted with CH2Cl2 (4×75 mL)
  5. washwashed with sat. aq. NaCl (2×75 mL)
  6. dry with materialdried (Na2SO4)
  7. filtrationfiltered
  8. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-ab452c8e0e634c79883338a9dd5c08ca
Quelldatensatz
uspto-grants-2010_07
Patentnummer
US07750161B2

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