Reacción #1253969

ord-c0acf37e673345a29bf4550df46cc2ac

Ecuación de reacción

Cc1cccc2ccccc12
1-methylnaphthalene
O=[N+]([O-])O
HNO3
O=S(=O)(O)O
H2SO4
Cc1ccc([N+](=O)[O-])c2ccccc12
4-Nitro-1-methylnaphthalene

Reactivos

Ninguno

Disolventes

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    Otrothe reaction for one hour
  2. 2
    Lavadowashed with water (3×), aqueous saturated NaHCO3 (2×) and brine
  3. 3
    Secadodried over MgSO4
  4. 4
    Concentraciónconcentrated
  5. 5
    OtroThe product was purified by silica gel column chromatography
  6. 6
    Otrorecrystallized from methanol
  7. 7
    Otroto give yellow needles

Procedimiento

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.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US06613942B1uspto-grants-2003_09