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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 406331Generated: October 28, 2026

Water → Ethyl 5-chloro-2-[1-(2-trifluoromethylphenyl)methylidene]pentanoate

https://huagongshe.com/reaction/406331

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantLithium HydroxideHCID 3939—
Reactanto-(Trifluoromethyl)benzaldehydeHCID 123067—
ReactantEthyl 5-chloro-2-(diethoxyphosphoryl)pentanoateHCID 86602479—
SolventEthanolHCID 702—
SolventTetrahydrofuranHCID 8028—
ProductEthyl 5-chloro-2-[1-(2-trifluoromethylphenyl)methylidene]pentanoateHCID 66618943—

Reaction Steps

2-(Trifluoromethyl)benzaldehyde (1 g) and ethyl 5-chloro-2-(diethoxyphosphoryl)pentanoate (CAS No. 870843-20-2, 2.1 g) were dissolved in a mixed solvent of tetrahydrofuran (30 mL) and ethanol (10 mL). Lithium hydroxide (412 mg) was added and the mixture was stirred at room temperature overnight. Water was added to the reaction solution, followed by extraction with ethyl acetate. The resulting organic layer was washed with brine and then dried over anhydrous sodium sulfate. The drying agent was separated by filtration, and then the organic layer was concentrated under reduced pressure. The residue was purified by silica gel column chromatography to obtain a geometric isomer mixture of the title compound (1.4 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08754100B2
Source datasetuspto-grants-2014_06
ORD IDord-c26771b3fe8042b09ab5aeafb97efad5
Source noteuspto-grants-2014_06