3-Methyl-1-naphthyl acetate → 1-Naphthol, 3-methyl-

HRID 1589730

Reaktionsgleichung

Reaktionsgleichung von HRID 1589730
C([O:4][C:5]1[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=2)[CH:8]=[C:7]([CH3:15])[CH:6]=1)(=O)C>[OH-].[K+]>[CH3:15][C:7]1[CH:6]=[C:5]([OH:4])[C:14]2[C:9]([CH:8]=1)=[CH:10][CH:11]=[CH:12][CH:13]=2

Komponenten

3

Edukt 1

HCID 137648093-Methyl-1-naphthyl acetate

Produkt 1

HCID 261351-Naphthol, 3-methyl-Ausbeute 27,7 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 14797Potassium HydroxideLösungsmittel

Versuchsvorschrift

Crude 1-acetoxy-3-methylnaphthalene (84 g, 0.42 mole) was boiled with 10% ethanolic potassium hydroxide (300 cm3) for 3 hours. Ethanol was distilled off and the residue dissolved in water and extracted with toluene to remove neutral products. The aqueous alkaline solution was carefully acidified with dilute hydrochloric acid and the liberated 3-methyl-l-naphthol extracted with ether. The ether extract was washed with water, dried and filtered. Ether solvent was removed leaving 3-methyl-l-naphthol (18.4 g) as clear colorless crystals.

Aufarbeitung

  1. distillationEthanol was distilled off
  2. dissolutionthe residue dissolved in water
  3. extractionextracted with toluene
  4. customto remove neutral products
  5. extractionthe liberated 3-methyl-l-naphthol extracted with ether
  6. extractionThe ether extract
  7. washwas washed with water
  8. customdried
  9. filtrationfiltered
  10. customEther solvent was removed

Quellen und Nachweise

ORD-Eintrag
ord-12990e0e8b8d420b9995ac40ed251615
Quelldatensatz
uspto-grants-1993_04
Patentnummer
US05200116

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