HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 927498Erstellt: 26. Oktober 2026
Potassium Carbonate → 6-Cyclopentenyl-pyridine-2-carboxylic acid
https://huagongshe.com/reaction/927498
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Potassium Carbonate | HCID 11430 | — |
| Edukt | 6-Bromopyridine-2-carboxylic acid | HCID 593919 | — |
| Edukt | 2-(Cyclopent-1-en-1-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane | HCID 15486611 | — |
| Katalysator | Bis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+) | HCID 178418228 | — |
| Lösungsmittel | Water | HCID 962 | — |
| Lösungsmittel | Dimethylformamide | HCID 6228 | — |
| Produkt | 6-Cyclopentenyl-pyridine-2-carboxylic acid | HCID 86674758 | 26,4% |
Reaktionsschritte
A mixture of 6-bromo-pyridine-2-carboxylic acid (CAN 21190-87-4, 0.375 g, 1.86 mmol), 2-cyclopentenyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (CAN 287944-10-9, 0.3 g, 1.6 mmol), Pd(dppf)Cl2 (CAN 95464-05-4, 0.06 g, 0.08 mmol) and K2CO3 (0.642 g, 4.7 mmol) in DMF (10 mL) and water (1 mL) was heated to 100° C. overnight. After filtration, the filtrate was concentrated and the residue was purified by column chromatography (silica gel, 15 g, eluting with 10% ethyl acetate in petroleum ether) to give the title compound (0.08 g, 23%) as white solid; MS (EI): m/e=190.1 [M+H]+.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US09290451B2 |
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| Quelldatensatz | uspto-grants-2016_03 |
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| ORD ID | ord-8854d7d3b2894389afdc45b5f4cd9a41 |
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| Quellennotiz | uspto-grants-2016_03 |
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