Methyl 3-ethylpent-2-enoate → 3-Ethylpentanoic acid

3-ethyl-pent-2-enoic acid methyl ester (150 mg, 1.056 mmol) was dissolved in dioxane (1 ml), and palladium 10% on activated carbon (30 mg) was added; the slurry was hydrogenated under pressure (40 p.s.i.) for 4 h. The carbon was filtered off and the filter was washed with dioxane (1 ml); 1N NaOH (2 ml) was added to the mixture which was left overnight at room temperature; after addition of 1N hydrochloric acid (3 ml), the product was extracted with ethyl acetate. The organic solution was dried over sodium sulfate, filtered and the solvent was removed under reduced pressure, obtaining 90 mg of 3-ethyl pentanoic acid as colourless oil. Yield 65.5%.

1. filtrationThe carbon was filtered off
2. washthe filter was washed with dioxane (1 ml)
3. addition1N NaOH (2 ml) was added to the mixture which
4. waitwas left overnight at room temperature
5. additionafter addition of 1N hydrochloric acid (3 ml)
6. extractionthe product was extracted with ethyl acetate
7. dry with materialThe organic solution was dried over sodium sulfate
8. filtrationfiltered
9. customthe solvent was removed under reduced pressure

ORD record

ord-b7e825cb21e542f0a75df8c01cb76d61

Source dataset

uspto-grants-2007_01

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07169890B2