Phenol → Butyl phenyl ether

HRID 2296262

Reaktionsgleichung

Reaktionsgleichung von HRID 2296262
[C:1]1([OH:7])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[O-]CC.[Na+].Br[CH2:13][CH2:14][CH2:15][CH3:16]>C(O)C>[CH2:13]([O:7][C:1]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1)[CH2:14][CH2:15][CH3:16]

Komponenten

5

Edukt 3

HCID 996PhenolHCID 8002Butyl bromideHCID 2723922Sodium ethoxide

Produkt 1

HCID 14311Butyl phenyl ether

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

Phenol (0.5 mole) was added to a solution of sodium ethoxide in ethanol (2 N; 250 ml) and 1-bromobutane (0.5 mole) was added dropwise while stirring. The mixture was heated under reflux for three hours and most of the solvent was then distilled off. Water was added to the residue and the organic layer was separated, washed twice with 10% aqueous NaOH, water, dilute H2SO4 and water, and was then dried over MgSO4. It was distilled in vacuo to give the title compound, b.p. 88°-91° C. at 14 mm Hg pressure. The identity and purity was confirmed by thin layer chromatography (TLC) and NMR and IR spectroscopy.

Aufarbeitung

  1. additionwas added dropwise
  2. temperatureThe mixture was heated
  3. temperatureunder reflux for three hours and most of the solvent
  4. distillationwas then distilled off
  5. additionWater was added to the residue
  6. customthe organic layer was separated
  7. washwashed twice with 10% aqueous NaOH, water, dilute H2SO4 and water
  8. dry with materialwas then dried over MgSO4
  9. distillationIt was distilled in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-87537f9e6c1d4b2685772a48db40c3c3
Quelldatensatz
uspto-grants-1984_01
Patentnummer
US04428889

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