Nitric Acid → 4-Methyl-1-nitronaphthalene

HRID 1166787

Reaktionsgleichung

Reaktionsgleichung von HRID 1166787
[CH3:1][C:2]1[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[CH:5]=[CH:4][CH:3]=1.OS(O)(=O)=O.[N+:17]([O-])([OH:19])=[O:18]>C(OCC)(=O)C>[N+:17]([C:5]1[C:6]2[C:11](=[CH:10][CH:9]=[CH:8][CH:7]=2)[C:2]([CH3:1])=[CH:3][CH:4]=1)([O-:19])=[O:18]

Komponenten

5

Edukt 3

HCID 944Nitric AcidHCID 1118Sulfuric AcidHCID 70021-Methylnaphthalene

Produkt 1

HCID 701554-Methyl-1-nitronaphthalene

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

To a cold (0° C.) suspension of 1-methylnaphthalene (5 g) in HNO3 was added H2SO4 (5 mL) dropwise. After stirring the reaction for one hour, the solution was diluted with ethyl acetate and washed with water (3×), aqueous saturated NaHCO3 (2×) and brine, dried over MgSO4, and concentrated. The product was purified by silica gel column chromatography using ethyl acetate:hexane (5:95) and recrystallized from methanol to give yellow needles.

Aufarbeitung

  1. customthe reaction for one hour
  2. washwashed with water (3×), aqueous saturated NaHCO3 (2×) and brine
  3. dry with materialdried over MgSO4
  4. concentrationconcentrated
  5. customThe product was purified by silica gel column chromatography
  6. customrecrystallized from methanol
  7. customto give yellow needles

Quellen und Nachweise

ORD-Eintrag
ord-c0acf37e673345a29bf4550df46cc2ac
Quelldatensatz
uspto-grants-2003_09
Patentnummer
US06613942B1

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