Acetone → 2-(2-Hydroxyphenoxy)acetonitrile

HRID 267791

Reaktionsgleichung

Reaktionsgleichung von HRID 267791
[C:1]1([C:3](=[CH:5][CH:6]=[CH:7][CH:8]=1)[OH:4])[OH:2].Cl[CH2:10][C:11]#[N:12].C(=O)([O-])[O-].[K+].[K+].CC(C)=O>[OH-].[Na+]>[OH:2][C:1]1[CH:8]=[CH:7][CH:6]=[CH:5][C:3]=1[O:4][CH2:10][C:11]#[N:12]

Komponenten

6

Edukt 4

HCID 180AcetoneHCID 289CatecholHCID 7856Chloroacetonitrile2×HCID 11430Potassium Carbonate2×

Produkt 1

HCID 215539352-(2-Hydroxyphenoxy)acetonitrile

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 14798Sodium HydroxideLösungsmittel

Versuchsvorschrift

A mixture of catechol (11 g., 0.1 mole), chloroacetonitrile (5.3 g., 0.07 mole), finely powdered potassium carbonate (11.1 g., 0.08 mole) and acetone (75 ml.) is refluxed with stirring for 2 hours. The mixture then is treated with chloroacetonitrile (3.8 g., 0.05 mole) and potassium carbonate (7.6 g., 0.055 mole) and refluxed for 4 hours. The mixture is filtered, the solids washed with more acetone and the combined filtrate evaporated in vacuo to give an oil. The oil is dissolved in dilute sodium hydroxide solution, extracted with ether to remove 1,2-dicyanomethoxybenzene and the alkali solution acidified and extracted with ether. The extract is evaporated to dryness and the residue distilled in vacuo to give 2-(2-hydroxyphenoxy)acetonitrile.

Aufarbeitung

  1. temperatureis refluxed
  2. temperaturerefluxed for 4 hours
  3. filtrationThe mixture is filtered
  4. washthe solids washed with more acetone
  5. customthe combined filtrate evaporated in vacuo
  6. customto give an oil
  7. extractionextracted with ether
  8. customto remove 1,2-dicyanomethoxybenzene
  9. extractionextracted with ether
  10. customThe extract is evaporated to dryness
  11. distillationthe residue distilled in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-5d2dd9026d9f46e4b620291df65eff2a
Quelldatensatz
uspto-grants-1976_03
Patentnummer
US03944560

Verknüpfte Notizen

Wird geladen…