Hydrochloric Acid → HCID 53979821, Verbindung

HRID 1650389Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1650389
[Na].[CH3:2][O:3][C:4]1[CH:5]=[C:6]([CH:11]=[CH:12][C:13](=[O:15])[CH3:14])[CH:7]=[CH:8][C:9]=1[OH:10].[O-]CC.[Na+].[C:20](OCC)(=[O:26])[C:21]([O:23][CH2:24][CH3:25])=[O:22].Cl>C(O)C>[CH3:2][O:3][C:4]1[CH:5]=[C:6]([CH:11]=[CH:12][C:13](=[O:15])[CH2:14][C:20](=[O:26])[C:21]([O:23][CH2:24][CH3:25])=[O:22])[CH:7]=[CH:8][C:9]=1[OH:10]

Komponenten

7

Edukt 5

HCID 313Hydrochloric AcidHCID 7268Diethyl OxalateHCID 141214-(4-Hydroxy-3-methoxyphenyl)-3-buten-2-oneHCID 2723922Sodium ethoxideHCID 5360545Sodium

Produkt 1

HCID 53979821HCID 53979821, VerbindungAusbeute 63,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

Sodium metal (1.8 g, 0.078 mole) is dissolved in absolute ethanol (50 ml) under an inert atmosphere. An ethanolic solution of 1-(3'-methoxy-4'-hydroxyphenyl)-1-butene-3-one (5.00 g, 0.026 mole) is then added slowly to the sodium ethoxide solution. The mixture is stirred for 10 minutes, after which diethyl oxalate (3.80 g, 0.026 mole) is added. The reaction is stirred at room temperature for 5 hours and then acidified with concentrated HCl. The mixture is then stirred at 0° C. for 1 hour. The precipitate is collected and dried to afford 4.8 g of ethyl 6-(3'-methoxy-4'-hydroxyphenyl)-2,4-dioxo-5-hexenoate; 63% yield; mp=97°-98° C.

Aufarbeitung

  1. stirringThe reaction is stirred at room temperature for 5 hours
  2. stirringThe mixture is then stirred at 0° C. for 1 hour
  3. customThe precipitate is collected
  4. customdried

Quellen und Nachweise

ORD-Eintrag
ord-b36ef7d04f9d41ddb7de3e9a64934aeb
Quelldatensatz
uspto-grants-1990_05
Patentnummer
US04924002

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