4-Nonylphenol → HCID 21997137, compound

HRID 1977005Notes

Reaction equation

HRID 1977005 reaction equation
[CH3:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][C:10]1[CH:11]=[CH:12][C:13](O)=[CH:14][CH:15]=1.CI.C[CH2:20][O:21]CC.C(=O)([O-])[O-].[K+].[K+]>O.CC(C)=O>[CH2:9]([C:10]1[CH:11]=[CH:12][CH:13]=[CH:14][C:15]=1[O:21][CH3:20])[CH2:8][CH2:7][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2][CH3:1]

Participants

7

Reactant 4

HCID 17524-Nonylphenol2×HCID 3283Diethyl EtherHCID 6328Methyl iodide2×HCID 11430Potassium Carbonate

Product 1

HCID 21997137HCID 21997137, compound

Reagents, catalysts & solvents 2

HCID 180AcetoneSolventHCID 962WaterSolvent

Procedure

Nonyl anisole was prepared from nonylphenol, available from Jefferson Chemicals, and methyl iodide under typical Williamson ether synthesis conditions. Nonylphenol (1.0 mole), methyl iodide (1.2 moles), potassium carbonate (1.25 moles) and acetone were placed in a round bottom flask and heated to reflux. After refluxing overnight, the reaction mixture was poured into water and extracted with ether. The ether extract was washed with saturated sodium chloride solution, dried and evaporated to an oil which was then purified by vacuum distillation. The product was analyzed as nonyl anisole by IR and NMR spectroscopy.

Workup

  1. temperatureheated to reflux
  2. temperatureAfter refluxing overnight
  3. extractionextracted with ether
  4. extractionThe ether extract
  5. washwas washed with saturated sodium chloride solution
  6. customdried
  7. customevaporated to an oil which
  8. distillationwas then purified by vacuum distillation

Sources & evidence

ORD record
ord-5f1a4d815028486495263bee564f33bc
Source dataset
uspto-grants-2001_05
Patent number
US06231784B1

Reaction notes

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