4-Nitrophenol → HCID 459027, compound

HRID 380724Notes

Reaction equation

HRID 380724 reaction equation
[CH:1]1[C:6]([N+:7]([O-:9])=[O:8])=[CH:5][CH:4]=[C:3]([OH:10])[CH:2]=1>C1(C)C(C)=CC=CC=1>[N+:7]([C:6]1[CH:5]=[CH:4][C:3]([O:10][CH2:2][CH:3]([OH:10])[CH2:4][O:10][C:3]2[CH:4]=[CH:5][C:6]([N+:7]([O-:9])=[O:8])=[CH:1][CH:2]=2)=[CH:2][CH:1]=1)([O-:9])=[O:8]

Participants

3

Reactant 1

HCID 9804-Nitrophenol

Product 1

HCID 459027HCID 459027, compound

Reagents, catalysts & solvents 1

HCID 7237O-XyleneSolvent

Procedure

76.5 g (0.55 mole) of p-nitrophenol, 32.3 g (0.25 mole) of glycerol-αα′-dichlorohydrin, and 500 ml of xylene were added to a reaction solution, and the reaction mixtures were heated with stirring under a nitrogen current. After dissolving the solid, 345 g (2.5 moles) of potassium carbonate anhydride was added, and the reaction mixtures were refluxed with stirring for 12 hours. The reacted solution was separated by filtration while it was warm. After cooling, hexane was added to the filtrate. A yellow viscous liquid was obtained. After column purification and drying this liquid, a 55 g-yellow viscous liquid (1,3-bis(4-nitrophenoxy)-2-propyl alcohol) was obtained.

Workup

  1. customthe reaction mixtures
  2. temperaturewere heated
  3. additionwas added
  4. customthe reaction mixtures
  5. temperaturewere refluxed
  6. stirringwith stirring for 12 hours
  7. customThe reacted solution was separated by filtration while it
  8. temperaturewas warm
  9. temperatureAfter cooling
  10. additionhexane was added to the filtrate
  11. customA yellow viscous liquid was obtained
  12. customAfter column purification
  13. customdrying this liquid

Sources & evidence

ORD record
ord-44599610ba9546de89b9ea202c5803be
Source dataset
uspto-grants-2001_10
Patent number
US06303742B1

Reaction notes

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