Ethyl Acetate → Ethyl 4,4,5,5,5-Pentafluoro-3-oxovalerate

Ethyl acetate (20.26 g, 0.23 mole) and sodium metal (2.3 g, 0.10 g-atom) was added to ethyl pentafluoropropionate (20.26 g, 0.23 mole) and the mixture was refluxed with stirring until sodium metal was dissolved. After sodium metal was dissolved, dry diethyl ether (100 ml) was added and the solution was further reacted under reflux overnight. After completion of the reaction, the solvent was evaporated under reduced pressure and the resulting residue was made acidic with 50 ml of 15% sulfuric acid, while it was cool. The solution was extracted with diethyl ether and the ether layer was dried with anhydrous sodium sulfate. Diethyl ether was then distilled off by distilling at atmospheric pressure using a fractionating column packed with Raschig ring and the resulting residue was further distilled under reduced pressure to give 9.90 g (42.3%) of the title compound as a colorless liquid, b.p. 77°-78° C./80 mmHg. The structure of this compound was confirmed by IR and NMR.

1. temperaturethe mixture was refluxed
2. dissolutionwas dissolved
3. customthe solution was further reacted
4. temperatureunder reflux overnight
5. customAfter completion of the reaction
6. customthe solvent was evaporated under reduced pressure
7. temperaturewas cool
8. extractionThe solution was extracted with diethyl ether
9. dry with materialthe ether layer was dried with anhydrous sodium sulfate
10. distillationDiethyl ether was then distilled off
11. distillationby distilling at atmospheric pressure
12. distillationthe resulting residue was further distilled under reduced pressure

ORD-Eintrag

ord-a5c1c3ff810546b69ba645af3eb03ee6

Quelldatensatz

uspto-grants-1992_01

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US05082947