4-Nitrophenol → 1-(2-Bromoethoxy)-4-nitrobenzene

HRID 1757370Notes

Reaction equation

HRID 1757370 reaction equation
[Na].[CH:2]1[C:7]([N+:8]([O-:10])=[O:9])=[CH:6][CH:5]=[C:4]([OH:11])[CH:3]=1.[Br:12][CH:13](Br)[CH3:14].C(=O)([O-])[O-].[K+].[K+]>CC(C)=O>[Br:12][CH2:13][CH2:14][O:11][C:4]1[CH:5]=[CH:6][C:7]([N+:8]([O-:10])=[O:9])=[CH:2][CH:3]=1

Participants

6

Reactant 4

HCID 9804-NitrophenolHCID 112011,1-DibromoethaneHCID 11430Potassium CarbonateHCID 5360545Sodium

Product 1

HCID 2359871-(2-Bromoethoxy)-4-nitrobenzene

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

1.97 g of the sodium salt of p-nitrophenol(0.01 mol), 2.16 ml of dibromoethane (0.025 mol) and 0.5 g of potassium carbonate were taken in 50 ml of dry acetone (4A activated molecular sieves) and refluxed overnight. Potassium carbonate was filtered and the solvent was removed by rotary evaporation to yield 4-(2-bromoethoxy)nitrobenzene (L) in almost quantitative yield.

Workup

  1. temperaturerefluxed overnight
  2. filtrationPotassium carbonate was filtered
  3. customthe solvent was removed by rotary evaporation

Sources & evidence

ORD record
ord-0dc34122b23e4ed3b368126fa8f3ae1e
Source dataset
uspto-grants-1995_08
Patent number
US05445944

Reaction notes

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