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

HRID 431433

Reaktionsgleichung

Reaktionsgleichung von HRID 431433
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-babaac4f6d4d4070ad7fa7e79755f2c3
Quelldatensatz
uspto-grants-2003_12
Patentnummer
US06660530B2

Verknüpfte Notizen

Wird geladen…