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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 71145Generated: October 30, 2026

Lawesson's reagent → Ethyl 3-(3,4-difluorobenzyl)-2-thioxopiperidine-3-carboxylate

https://huagongshe.com/reaction/71145

Reaction equation

Participants

RoleNameHCIDCharge
ReactantLawesson's reagentHCID 87949—
ReactantEthyl 3-(3,4-difluorobenzyl)-2-oxopiperidine-3-carboxylateHCID 66607767—
SolventTolueneHCID 1140—
SolventEthyl AcetateHCID 8857—
SolventSodium BicarbonateHCID 516892—
ProductEthyl 3-(3,4-difluorobenzyl)-2-thioxopiperidine-3-carboxylateHCID 86662975127.6%

Reaction Conditions

Temperature100 °C

Reaction Steps

To a mixture of ethyl 3-(3,4-difluorobenzyl)-2-oxopiperidine-3-carboxylate (2.8 g) in toluene (50 mL) was added Lawesson's reagent (2.67 g) at room temperature, and the mixture was stirred at 100° C. overnight. The reaction mixture was diluted with ethyl acetate and saturated aqueous sodium hydrogen carbonate solution, the mixture was washed with saturated brine and dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (2.64 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08822699B2
Source datasetuspto-grants-2014_09
ORD IDord-c2301122fc5a47beb699a967f9c8b915
Source noteuspto-grants-2014_09