Hydrochloric Acid → 1-(6-Hydroxy-2-naphthyl)ethan-1-one

HRID 650447

Reaktionsgleichung

Reaktionsgleichung von HRID 650447
Cl.C[O:3][C:4]1[CH:5]=[C:6]2[C:11](=[CH:12][CH:13]=1)[CH:10]=[C:9]([C:14](=[O:16])[CH3:15])[CH:8]=[CH:7]2>ClCCl>[OH:3][C:4]1[CH:5]=[C:6]2[C:11](=[CH:12][CH:13]=1)[CH:10]=[C:9]([C:14](=[O:16])[CH3:15])[CH:8]=[CH:7]2

Komponenten

4

Edukt 2

HCID 313Hydrochloric AcidHCID 775062-Acetyl-6-methoxynaphthalene

Produkt 1

HCID 826311-(6-Hydroxy-2-naphthyl)ethan-1-oneAusbeute 89 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

In a 3 L two-neck round bottom flask, equipped with a reflux condenser and a dropping funnel, 2 L of hydrochloric acid (d=1.16) were stirred and heated to boiling. A solution of 6.06 g (30.3 mmol) of 1-(6-methoxy-2-naphthyl)-1-ethanone (prepared as described in Arsenijevic et al., Org. Synth. Coll. 6:34 (1988), the disclosure of which is incorporated herein by reference) in a minimum amount of dichloromethane was added, and the mixture was stirred and heated at reflux for 2 hours. The hot solution was filtered through a mineral wool plug to remove oily residue. The solid that separated after cooling was filtered on a glass frit and dissolved in 130 mL of ethyl acetate. The solution was washed with brine, dried with anhydrous magnesium sulfate and evaporated to give 5 g (89%) of 1-(6-hydroxy-2-naphthyl)-1-ethanone.

Aufarbeitung

  1. customIn a 3 L two-neck round bottom flask, equipped with a reflux condenser and a dropping funnel
  2. temperatureheated to boiling
  3. additionwas added
  4. temperatureheated
  5. temperatureat reflux for 2 hours
  6. filtrationThe hot solution was filtered through a mineral wool plug
  7. customto remove oily residue
  8. customThe solid that separated
  9. temperatureafter cooling
  10. filtrationwas filtered on a glass frit
  11. dissolutiondissolved in 130 mL of ethyl acetate
  12. washThe solution was washed with brine
  13. dry with materialdried with anhydrous magnesium sulfate
  14. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-da4f1c131c9e4829b205d595b615ca32
Quelldatensatz
uspto-grants-2001_08
Patentnummer
US06274119B1

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