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ChemicalBook CAS DataBase List ETHYL PENTAFLUOROPROPIONYLACETATE
663-35-4

ETHYL PENTAFLUOROPROPIONYLACETATE synthesis

3synthesis methods
-

Yield: 62%

Reaction Conditions:

with sodium ethanolate in tert-butyl methyl ether at 20 - 50;

Steps:

3.A Step A: Ethyl 4,4,5,5,5-pentafluoro-3-oxo-pentanoate
Sodium ethoxide (7.49 g, 0.11 mol) was suspended in methyl tert-butyl ether (anhydrous, 200ml) under nitrogen. Ethyl 2,2,3, 3,3-pentafluoropropanoate (14.8 ml, 0.1 mol) was added dropwise with stirring followed by ethyl acetate (10.7 ml, 0.11 mol). Stirring was continued for 45 minutes at ambient temparature, for one hour at 50°C and overnight at ambient tempeature. The mixture was cooled to 0°C and acidified with HC1 (1M, 80 ml), brine was added (80 ml), the layers were separated, and the aqueous layer was back-extracted with in methyl tert-butyl ether (80 ml). The combined organic layers were dried over Na2S04and concentrated under reduced pressure to yield 14.6 gram (0.062 mol, 62% yield). H-NMR (300 MHz, CDC13): δ 1 1.96 (s), 5.59 (s), 4.11-4.26 (m), 3.70 (m), 1.21-1.29 (m);19F-NMR (282 MHz, CDC13): δ -81.8 (s), -83.3 (s), -122.7 (s), -123.6 (s); MS 189 (M-OCH2CH3)

References:

INTERVET INTERNATIONAL B.V.;INTERVET INC.;BERGER, Michael;VEIT, Stephan;NIEDERMANN, Hans, Peter;KAPPESSER, Tobias;STUTZ, Alfred WO2015/177179, 2015, A1 Location in patent:Page/Page column 20; 21

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