Water → 7-Hydroxy-4-(naphthalen-2-yl)-2H-1-benzopyran-2-one

HRID 26299

Reaktionsgleichung

Reaktionsgleichung von HRID 26299
[C:1]1([CH:8]=[CH:7][CH:6]=[C:4]([OH:5])[CH:3]=1)[OH:2].[CH:9]1[C:18]2[C:13](=[CH:14][CH:15]=[CH:16][CH:17]=2)[CH:12]=[CH:11][C:10]=1[C:19]([CH2:21][C:22](OCC)=[O:23])=O.O>S(=O)(=O)(O)O>[OH:2][C:1]1[CH:3]=[C:4]2[C:6]([C:19]([C:10]3[CH:11]=[CH:12][C:13]4[C:18](=[CH:17][CH:16]=[CH:15][CH:14]=4)[CH:9]=3)=[CH:21][C:22](=[O:23])[O:5]2)=[CH:7][CH:8]=1

Komponenten

5

Edukt 3

HCID 962WaterHCID 5054ResorcinolHCID 27601583-Naphthalen-2-yl-3-oxopropionic acid ethyl ester

Produkt 1

HCID 205704957-Hydroxy-4-(naphthalen-2-yl)-2H-1-benzopyran-2-oneAusbeute 26 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1118Sulfuric AcidLösungsmittel

Versuchsvorschrift

A mixture of resorcinol (11.0 g, 0.1 mole) and ethyl 2-naphthoylacetate (24.2 g, 0.1 mole) in concentrated sulphuric acid (50 ml) was stirred at room temperature for 5 days then poured into water to give a yellow gum. The gum was washed several times with water then dissolved in ethanol and diluted with water to give 7-hydroxy-4-(2-naphthyl)coumarin as a fine pale brown precipitate in 26% yield.

Aufarbeitung

  1. customto give a yellow gum
  2. washThe gum was washed several times with water
  3. dissolutionthen dissolved in ethanol
  4. additiondiluted with water

Quellen und Nachweise

ORD-Eintrag
ord-14c46dd2b2854c7fb3e2d427d50d2b97
Quelldatensatz
uspto-grants-1979_04
Patentnummer
US04148909

Verknüpfte Notizen

Wird geladen…