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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 477363Erstellt: 24. Oktober 2026

Acetic acid, (phenylthio)-, ethyl ester → 6-Ethyl 1-tert-butyl 2-dimethylamino-5-phenylthio-2,4-hexadienedioate

https://huagongshe.com/de/reaction/477363

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktAcetic acid, (phenylthio)-, ethyl esterHCID 97312—
EduktDiethyl 2-dimethylamino-5-phenylthio-2,4-hexadienedioateHCID 86743580—
EduktN(3-dimethylamino-3-t-butyloxycarbonylpropenylidene)-N-methylmethanaminium tetrafluoroborateHCID 131716212—
EduktButyllithiumHCID 178418339—
LösungsmittelTetrahydrofuranHCID 8028—
LösungsmittelHexaneHCID 8058—
Produkt6-Ethyl 1-tert-butyl 2-dimethylamino-5-phenylthio-2,4-hexadienedioateHCID 131716211—

Reaktionsschritte

The procedure is as in Example 2 for the preparation of diethyl 2-dimethylamino-5-phenylthio-2,4-hexadienedioate, starting with N(3-dimethylamino-3-t-butyloxycarbonylpropenylidene)-N-methylmethanaminium tetrafluoroborate (4.05 g), a 1.6M solution (8.8 cc) of butyllithium in hexane and ethyl (phenylthio)acetate (2.8 g) in tetrahydrofuran (65 cc). After purification by chromatography on a silica column with a mixture of cyclohexane and ethyl acetate (70:30 by volume) as eluent, 6-ethyl 1-tert-butyl 2-dimethylamino-5-phenylthio-2,4-hexadienedioate (2.6 g), m.p. 85°-88° C., is obtained.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS04886835
Quelldatensatzuspto-grants-1989_12
ORD IDord-c8c762a8393540459b15feb7cd32495a
Quellennotizuspto-grants-1989_12