Hydrochloric Acid → HCID 53979821, Verbindung

HRID 247889Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 247889
[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-d7cb4f47877b40f5ba2706d32016cab8
Quelldatensatz
uspto-grants-1993_05
Patentnummer
US05208251

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