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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1436090Generated: October 31, 2026

Hydrochloric Acid → ethyl [(2R*,6S*)-2-(4-fluorophenyl)-6-vinylpiperidin-1-yl]oxoacetate

https://huagongshe.com/reaction/1436090

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantDiisopropylethylamineHCID 81531—
ReactantMonoethyl oxalate monochlorideHCID 22632797—
Reactant(2R*,6S*)-2-(4-fluorophenyl)-6-vinylpiperidineHCID 69010346—
SolventChloroformHCID 6212—
SolventDichloromethaneHCID 6344—
Productethyl [(2R*,6S*)-2-(4-fluorophenyl)-6-vinylpiperidin-1-yl]oxoacetateHCID 86612603—

Reaction Steps

Ethyl oxalate chloride (0.5 mL) was added to a solution of (2R*,6S*)-2-(4-fluorophenyl)-6-vinylpiperidine (520 mg) and DIEA (0.66 mL) in methylene chloride (10 mL), and the reaction solution was stirred at room temperature for one hour. Chloroform and 1 N aqueous hydrochloric acid were added to the reaction solution, and the organic layer was separated. The resulting organic layer was washed with saturated sodium bicarbonate water, dried over magnesium sulfate, and then concentrated under reduced pressure. The residue was purified by silica gel column chromatography (elution solvent: heptane->heptane:ethyl acetate=1:1) to obtain 426 mg of the title compound. The property value of the compound is as follows.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07618960B2
Source datasetuspto-grants-2009_11
ORD IDord-e0891c4a2f904957a2c1f394155ee862
Source noteuspto-grants-2009_11