Acetone → 4-(6-Methoxy-2-naphthalenyl)-3-buten-2-one

HRID 343635

Reaktionsgleichung

Reaktionsgleichung von HRID 343635
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[CH:9]=[C:8]([CH:13]=O)[CH:7]=[CH:6]2.[OH-].[Na+].O.[CH3:18][C:19]([CH3:21])=[O:20]>>[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[CH:9]=[C:8]([CH:13]=[CH:18][C:19](=[O:20])[CH3:21])[CH:7]=[CH:6]2

Komponenten

5

Edukt 4

HCID 180AcetoneHCID 962WaterHCID 14798Sodium HydroxideHCID 769916-Methoxy-2-naphthaldehyde

Produkt 1

HCID 534099264-(6-Methoxy-2-naphthalenyl)-3-buten-2-oneAusbeute 98,2 %

Versuchsvorschrift

6-Methoxy-2-naphthaldehyde (1 g, 5.4 mmol) in acetone (5.0 g), with aqueous NaOH (0.25 g of 2.8% NaOH; 3.3 mol %) was stirred for 1 hour at 20° C. followed by 1 hour at reflux. Water (10 g) was added to precipitate the product which was filtered and dried to give 1.2 g (98% of theory) of 4-(6-methoxy-2-naphthyl)-3-buten-2-one. GC showed 99% conversion and 4% of a heavy co-product (95% of butenone).

Aufarbeitung

  1. temperatureat reflux
  2. customto precipitate the product which
  3. filtrationwas filtered
  4. customdried

Quellen und Nachweise

ORD-Eintrag
ord-01e1ab70bf85431185c7dbd1d6e5123e
Quelldatensatz
uspto-grants-1999_01
Patentnummer
US05861538

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