Reaction #955904

Reaction equation

nitric acid

1-(1′-hydroxyoctadecyloxy)-2,3-dioctadecyloxybenzene

→

3-(1′-hydroxyoctadecyloxy)-4,5-dioctadecyloxy nitrobenzene

Yield 76.2%

Solvents

dichloromethane

dichloromethane

Conditions

Workup

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

Procedure

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%).

Source