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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 586857Erstellt: 26. Oktober 2026

Ethanol → methyl 7-[4-[N-(2-ethoxyethyl)-N-ethylamino]phenyl]-1-formyl-2,3-dihydro-1H-1-benzazepine-4-carboxylate

https://huagongshe.com/reaction/586857

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktEthanolHCID 702—
EduktPotassium CarbonateHCID 11430—
Eduktmethyl 7-bromo-1-formyl-2,3-dihydro-1H-1-benzazepine-4-carboxylateHCID 22329262—
Edukt4-[N-(2-ethoxyethyl)-N-ethylamino]phenyl borateHCID 86756797—
KatalysatorHCID 178418397HCID 178418397—
LösungsmittelTolueneHCID 1140—
Produktmethyl 7-[4-[N-(2-ethoxyethyl)-N-ethylamino]phenyl]-1-formyl-2,3-dihydro-1H-1-benzazepine-4-carboxylateHCID 2232925484,4%

Reaktionsschritte

A mixture of methyl 7-bromo-1-formyl-2,3-dihydro-1H-1-benzazepine-4-carboxylate (0.2 g), 4-[N-(2-ethoxyethyl)-N-ethylamino]phenyl borate (0.46 g), 1M potassium carbonate solution (3.2 ml), ethanol (3.2 ml) and toluene (25 ml) was stirred under argon atmosphere at room temperature for 30 minutes. To the mixture was added tetrakis(triphenylphosphine)palladium (0.03 g), and the mixture was refluxed overnight under argon atmosphere and extracted with ethyl acetate. The organic layer was washed with water and saturated brine and dried with anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified with silica gel column chromatography (ethyl acetate/hexane) to give methyl 7-[4-[N-(2-ethoxyethyl)-N-ethylamino]phenyl]-1-formyl-2,3-dihydro-1H-1-benzazepine-4-carboxylate (0.23 g) as green amorphous.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06936602B1
Quelldatensatzuspto-grants-2005_08
ORD IDord-494cc32b9ae54740a0fd21444a84720d
Quellennotizuspto-grants-2005_08