Hydrochloric Acid → (E)-3-Cyclopentylacrylic acid

Temperature

40 °C

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.

1. temperatureThe mixture was then cooled in an ice bath
2. extractionThe product was extracted with ether
3. extractionThe ether extract
4. washwas washed with aq. HCl and brine
5. dry with materialdried over sodium sulfate
6. filtrationfiltered
7. customthe solvent was removed in vacuo

ORD record

ord-9d2580d045be490e9b9c8715a3baaf19

Source dataset

uspto-grants-2013_09

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08541425B2