3-Nitrophenol → HCID 19829932, compound

HRID 1493621Notes

Reaction equation

HRID 1493621 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([OH:10])[CH:7]=[CH:8][CH:9]=1)([O-:3])=[O:2].[CH3:11][O:12][CH2:13][CH2:14]Br>CC(C)=O.O>[CH3:11][O:12][CH2:13][CH2:14][O:10][C:6]1[CH:5]=[C:4]([N+:1]([O-:3])=[O:2])[CH:9]=[CH:8][CH:7]=1

Participants

5

Reactant 2

HCID 111373-NitrophenolHCID 809722-Bromoethyl methyl ether

Product 1

HCID 19829932HCID 19829932, compoundYield 99%

Reagents, catalysts & solvents 2

HCID 180AcetoneSolventHCID 962WaterSolvent

Procedure

3-Nitrophenol (25 g, 0.18 mol), 2-bromoethyl methyl ether (17 ml, 25 g, 0.18 mol) potassium carbonate (25.0 g, 0.18 mol) in acetone (150 ml) were heated under reflux for 72 h. The suspension was dissolved in water and extracted with ether. The extracts were washed with 2N sodium carbonate, water and saturated brine, dried (K2CO3), and concentrated, to give the title compound (Intermediate 50) as a brown oil (35.12 g, 99%).

Workup

  1. temperatureunder reflux for 72 h
  2. extractionextracted with ether
  3. washThe extracts were washed with 2N sodium carbonate, water and saturated brine
  4. dry with materialdried (K2CO3)
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-98a20c0ca6e744129369297809065757
Source dataset
uspto-grants-1991_06
Patent number
US05023255

Reaction notes

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