Reaktion #73309

Reaktionsgleichung

HCl

malonic acid

piperidine

cyclopentanecarbaldehyde

→

product

Ausbeute 77.0%

(2E)-3-Cyclopentylacrylic acid

Ausbeute 77.0%

Lösungsmittel

pyridine

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturThe mixture was then cooled in an ice bath
2. 2
   ExtraktionThe product was extracted with ether
3. 3
   ExtraktionThe ether extract
4. 4
   Waschenwas washed with aq. HCl and brine
5. 5
   Trocknendried over sodium sulfate
6. 6
   Filtrationfiltered
7. 7
   Sonstigethe solvent was removed in vacuo

Vorschrift

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.

Quelle