反应 #955904

ord-c0d5a43ddc8d47a9a741e5685fe2255a

反应方程式

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
收率 76.2%

反应条件

详细条件
See reaction.notes.procedure_details.

后处理

  1. 1
    workup.ADDITIONDispersed
  2. 2
    workup.ADDITIONwas added
  3. 3
    workup.ADDITIONInto the resulting dispersion, added
  4. 4
    过滤silica gel was filtered off
  5. 5
    浓缩After the filtrate was concentrated under reduced pressure, 300 ml of methanol
  6. 6
    workup.ADDITIONwas added
  7. 7
    workup.STIRRINGstirred
  8. 8
    其他Resulting precipitant
  9. 9
    过滤was filtered off

实验过程

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%).

来源

DOI: 10.6084/m9.figshare.5104873.v1专利: US08968591B2uspto-grants-2015_03