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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1792406Generated: October 27, 2026

Water → 3-Oxo-2-(4,4,5,5,5-pentafluoropentyl)-dec-9-enoic acid ethyl ester

https://huagongshe.com/reaction/1792406

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantEthyl 3-oxo-9-decenoateHCID 10036105—
Reactant1,1,1,2,2-Pentafluoro-5-iodopentaneHCID 12017057—
ReactantPotassium tert-butoxideHCID 23665647—
SolventTetrahydrofuranHCID 8028—
Product3-Oxo-2-(4,4,5,5,5-pentafluoropentyl)-dec-9-enoic acid ethyl esterHCID 2353804559%

Reaction Steps

On the other hand, to a solution of 3-oxo-dec-9-enoic acid ethyl ester (4.32 g, 20.3 mmol) in THF (15 ml) at 0° C. was added potassium tert-butoxide (2.73 g, 24.3 mmol) This resulting mixture was stirred at room temperature under nitrogen for 30 min. The mixture of 4,4,5,5,5-pentafluoro-iodopentane was added and mixture was refluxed under nitrogen for 2 days, and then poured into H2O. The mixture was extracted with hexane. The organic layer was washed with saturated aqueous NaCl, dried over Na2SO4, filtered, concentrated, and purified by column chromatography (silica gel, 60% CHCl3/hexane) to afford 3-oxo-2-(4,4,5,5,5-pentafluoropentyl)-dec-9-enoic acid ethyl ester (4.46 g, 59%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07074819B2
Source datasetuspto-grants-2006_07
ORD IDord-3a47379b3ceb4d8bb2427f79f266f219
Source noteuspto-grants-2006_07