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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1074049Erstellt: 24. Oktober 2026

Sodium ethoxide → Ethyl 6-(3,4-dihydroxyphenyl)-2-dimethylamino-5-methylthio-6-oxo-2,4-hexadienoate

https://huagongshe.com/de/reaction/1074049

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium ethoxideHCID 2723922—
Edukt3',4'-Dihydroxy-2-(methylthio)acetophenoneHCID 13718339—
EduktEthyl 6-phenyl-6-oxo-5-methylthio-2-dimethylamino2,4-hexadienoateHCID 44325574—
EduktN-(dimethylamino-3-ethoxycarbonylpropenylidene)-N-methylmethanaminium tetrafluoroborateHCID 86743575—
LösungsmittelEthanolHCID 702—
ProduktEthyl 6-(3,4-dihydroxyphenyl)-2-dimethylamino-5-methylthio-6-oxo-2,4-hexadienoateHCID 5386551517,1%

Reaktionsschritte

The procedure is as in Example 4 for the preparation of ethyl 6-phenyl-6-oxo-5-methylthio-2-dimethylamino-2,4-hexadienoate, starting with N-(3-dimethylamino-3-ethoxycarbonylpropenylidene)-N-methylmethanaminium tetrafluoroborate (11.4 g), a 2M ethanolic solution of sodium ethylate (60 cc) and 4-[2-(methylthio)acetyl]pyrocatechol (7.9 g) in ethanol (60 cc). After purification on a silica column with a mixture of cyclohexane and ethyl acetate (50:50 by volume) as eluent, ethyl 6-(3,4-dihydroxyphenyl)-2-dimethylamino-5-methylthio-6-oxo-2,4-hexadienoate (2.4 g), m.p. 144° C., is obtained.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS04971979
Quelldatensatzuspto-grants-1990_11
ORD IDord-8f546ab3aded4630a7102418c72c2c05
Quellennotizuspto-grants-1990_11