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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 564568Erstellt: 24. Oktober 2026

Potassium Carbonate → 1,1-Dimethylethyl 4-[(3'-cyano-3-biphenylyl)methylidene]-1-piperidinecarboxylate

https://huagongshe.com/de/reaction/564568

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktPotassium CarbonateHCID 11430—
Edukt3-Cyanophenylboronic acidHCID 2734325—
EduktTert-butyl 4-(3-bromobenzylidene)piperidine-1-carboxylateHCID 57813409—
LösungsmittelWaterHCID 962—
Lösungsmittel1,4-DioxaneHCID 31275—
Produkt1,1-Dimethylethyl 4-[(3'-cyano-3-biphenylyl)methylidene]-1-piperidinecarboxylateHCID 6700586985,4%

Reaktionsbedingungen

Temperatur130 °C

Reaktionsschritte

To a solution of 1,1-dimethylethyl 4-[(3-bromophenyl)methylidene]-1-piperidinecarboxylate (2.07 g, 5.88 mmol) in p-dioxane (30 mL) and H2O (10 mL) was added (3-cyanophenyl)boronic acid (1.036 g, 7.05 mmol), Pd(PPh3) (0.272 g, 0.235 mmol), and K2CO3 (2.436 g, 17.63 mmol) and then the reaction was heated in a microwave at 130° C. for 15 minutes. The organic layer of the reaction mixture was separated, concentrated and purified by Combiflash chromatograph to afford 1.88 g (85%) of the title compound. LC-MS m/z 749 (2M+H)+.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08067408B2
Quelldatensatzuspto-grants-2011_11
ORD IDord-a05dac54005349b08cf1ad8f9d50ee1c
Quellennotizuspto-grants-2011_11