Reacción #955904

ord-c0d5a43ddc8d47a9a741e5685fe2255a

Ecuación de reacción

O=[N+]([O-])O
nitric acid
CCCCCCCCCCCCCCCCCCOc1cccc(OC(O)CCCCCCCCCCCCCCCCC)c1OCCCCCCCCCCCCCCCCCC
1-(1′-hydroxyoctadecyloxy)-2,3-dioctadecyloxybenzene
CCCCCCCCCCCCCCCCCCOc1cc([N+](=O)[O-])cc(OC(O)CCCCCCCCCCCCCCCCC)c1OCCCCCCCCCCCCCCCCCC
3-(1′-hydroxyoctadecyloxy)-4,5-dioctadecyloxy nitrobenzene
Rendimiento 76.2%

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    workup.ADDITIONDispersed
  2. 2
    workup.ADDITIONwas added
  3. 3
    workup.ADDITIONInto the resulting dispersion, added
  4. 4
    Filtraciónsilica gel was filtered off
  5. 5
    ConcentraciónAfter the filtrate was concentrated under reduced pressure, 300 ml of methanol
  6. 6
    workup.ADDITIONwas added
  7. 7
    workup.STIRRINGstirred
  8. 8
    OtroResulting precipitant
  9. 9
    Filtraciónwas filtered off

Procedimiento

Dispersed was 63 g of silica gel into 21 g of nitric acid and 150 ml of dichloromethane was added. Into the resulting dispersion, added was a solution dissolving 5.0 g of 1-(1′-hydroxyoctadecyloxy)-2,3-dioctadecyloxybenzene in 30 ml of dichloromethane. After stirring for 15 minutes, silica gel was filtered off. After the filtrate was concentrated under reduced pressure, 300 ml of methanol was added and stirred. Resulting precipitant was filtered off to obtain 4.0 g of 3-(1′-hydroxyoctadecyloxy)-4,5-dioctadecyloxy nitrobenzene (yield: 76%).

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US08968591B2uspto-grants-2015_03