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
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Potassium Carbonate | HCID 11430 | — |
| Edukt | 3-Cyanophenylboronic acid | HCID 2734325 | — |
| Edukt | Tert-butyl 4-(3-bromobenzylidene)piperidine-1-carboxylate | HCID 57813409 | — |
| Lösungsmittel | Water | HCID 962 | — |
| Lösungsmittel | 1,4-Dioxane | HCID 31275 | — |
| Produkt | 1,1-Dimethylethyl 4-[(3'-cyano-3-biphenylyl)methylidene]-1-piperidinecarboxylate | HCID 67005869 | 85,4% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US08067408B2 |
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| Quelldatensatz | uspto-grants-2011_11 |
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| ORD ID | ord-a05dac54005349b08cf1ad8f9d50ee1c |
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| Quellennotiz | uspto-grants-2011_11 |
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