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HRID 24075Erstellt: 23. Oktober 2026

Dimethyl Sulfoxide → Ethyl-2-cyclopropyl-4,4-dimethyl-1,2,3,4-tetrahydroisoquinoline-6-carboxylate

https://huagongshe.com/de/reaction/24075

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDimethyl SulfoxideHCID 679—
EduktEthyl AcetateHCID 8857—
Edukt1,3-Bis(diphenylphosphino)propaneHCID 81219—
Edukt2-Cyclopropyl-4,4-dimethyl-6-trifluoromethylsulfonyloxy-1,2,3,4-tetrahydroisoquinolineHCID 22568878—
EduktHCID 178418416HCID 178418416—
Katalysatorpalladium(II) acetateHCID 167845—
Lösungsmittel1,2-DichloroethaneHCID 11—
LösungsmittelEthanolHCID 702—
LösungsmittelHexaneHCID 8058—
LösungsmittelTriethylamineHCID 8471—
ProduktEthyl-2-cyclopropyl-4,4-dimethyl-1,2,3,4-tetrahydroisoquinoline-6-carboxylateHCID 22568969—

Reaktionsschritte

Following general procedure K and using 2-cyclopropyl-4,4-dimethyl-6-trifluoromethylsulfonyloxy-1,2,3,4-tetrahydro-isoquinoline (Intermediate 22, 1.6 g, 4.6 mmol), palladium acetate (0.127 g, 0.56 mmol), 1,3-bis(diphenylphosphino)propane (0.160 g, 0.39 mmol), dimethylsulfoxide (2 mL), 1,2-dichloroethane (5 mL), triethyl amine (2 mL) , ethanol (5 mL) and an atmosphere of carbon monoxide followed by flash column chromatography over silica gel (230-400 mesh) using 10% ethyl acetate in hexane as the eluent the title compound was obtained as an oil (1 g, 79%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06855512B2
Quelldatensatzuspto-grants-2005_02
ORD IDord-09aab86587864538ab7b81d6ac8fa64f
Quellennotizuspto-grants-2005_02