Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Hydrochloric Acid | HCID 313 | — |
| Edukt | Malonic Acid | HCID 867 | — |
| Edukt | Piperidine | HCID 8082 | — |
| Edukt | Cyclopentanecarbaldehyde | HCID 70106 | — |
| Lösungsmittel | Pyridine | HCID 1049 | — |
| Produkt | (E)-3-Cyclopentylacrylic acid | HCID 21518240 | 77% |
Reaktionsschritte
To a solution of malonic acid (1.06 g, 10.2 mol) in pyridine (1.25 mL) was added piperidine (0.15 mL) and cyclopentanecarbaldehyde (1.00 g, 10.2 mmol). The mixture was heated to 40° C. for 2 hours, followed by stirring at room temperature for 16 hours. The mixture was then cooled in an ice bath and 2N HCl was added to acidify. The product was extracted with ether. The ether extract was washed with aq. HCl and brine, dried over sodium sulfate, filtered, and the solvent was removed in vacuo to afford the product (1.30 g, 77%), which was used without further purification.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US08541425B2 |
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| Quelldatensatz | uspto-grants-2013_09 |
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| ORD ID | ord-9d2580d045be490e9b9c8715a3baaf19 |
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| Quellennotiz | uspto-grants-2013_09 |
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