Reacción #2383821

ord-a7bd9cc6bcde4f2992d4d3bf87ddc8b3

Ecuación de reacción

C=CC(=O)OCC
ethyl acrylate
CCCCCC[N+](=O)[O-]
1-nitrohexane
O=C([O-])[O-].[K+].[K+]
K2CO3
→
CCCCCC(CCC(=O)OC)[N+](=O)[O-]
methyl 4-nitrononanoate

Reactantes

C=CC(=O)OCC
ethyl acrylate
CCCCCC[N+](=O)[O-]
1-nitrohexane
O=C([O-])[O-].[K+].[K+]
K2CO3

Reactivos

CCCCCCCC[N+](C)(CCCCCCCC)CCCCCCCC.[Cl-]
Aliquat 336

Disolventes

CCOCC
Et2O

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    Otrois sonicated for 5 h
  2. 2
    FiltraciónThe reaction mixture is filtered
  3. 3
    Extracciónextracted with brine
  4. 4
    Secadodried over Na2SO4 (anhydrous)
  5. 5
    Filtraciónfiltered
  6. 6
    Concentraciónconcentrated under reduced pressure
  7. 7
    Otroto give a yellow liquid
  8. 8
    OtroThe product is purified by column chromatography

Procedimiento

A suspension of ethyl acrylate, 1-nitrohexane, K2CO3, and Aliquat 336 (6 drops) is sonicated for 5 h. To the reaction is added Et2O. The reaction mixture is filtered, extracted with brine, dried over Na2SO4 (anhydrous), filtered, and concentrated under reduced pressure to give a yellow liquid. The product is purified by column chromatography to give methyl 4-nitrononanoate.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US06489323B1uspto-grants-2002_12