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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 347720Generated: October 31, 2026

Citric Acid → HCID 22330196, compound

https://huagongshe.com/reaction/347720

Reaction equation

Participants

RoleNameHCIDCharge
ReactantCitric AcidHCID 311—
ReactantPyridineHCID 1049—
Reactant3-Nitrophenylboronic AcidHCID 1677—
ReactantEthyl 4-piperidinecarboxylateHCID 70770—
CatalystCupric acetateHCID 8895—
SolventDichloromethaneHCID 6344—
ProductHCID 22330196HCID 22330196—

Reaction Conditions

Temperature25 °C

Reaction Steps

To a solution of 4-piperidinecarboxylic acid ethyl ester (25.0 g) and 3-nitrophenylboronic acid (31.9 g) in dichloromethane (1.0 L) are added pyridine (64.8 ml), anhydrous copper (II) acetate (28.9 g) and Molecular Sieves 4 Å (500 g), and the mixture was stirred at 25° C. for 3 days. The reaction solution is poured into 10% aqueous citric acid solution, and the mixture was extracted with ethyl acetate. The organic layer was successively washed with aqueous sodium hydrogen carbonate solution and saturated brine, and the solvent is evaporated under reduced pressure to give the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07176199B2
Source datasetuspto-grants-2007_02
ORD IDord-61e1ca263ca84ad785ffa29e8332fc3b
Source noteuspto-grants-2007_02