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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 661205Generated: November 2, 2026

Triethylamine → 3-Ethyl 1-(4-nitrophenyl) 5-(4-ethylphenyl)piperidine-1,3-dicarboxylate

https://huagongshe.com/reaction/661205

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant4-Nitrophenyl chloroformateHCID 82129—
ReactantEthyl 5-(4-ethylphenyl)piperidine-3-carboxylateHCID 58002384—
SolventDichloromethaneHCID 6344—
Product3-Ethyl 1-(4-nitrophenyl) 5-(4-ethylphenyl)piperidine-1,3-dicarboxylateHCID 58002474—

Reaction Steps

At 0° C., 1.93 g (9.57 mmol) of 4-nitrophenyl chloroformate were added slowly to 2.5 g (9.57 mmol) of ethyl 5-(4-ethylphenyl)piperidine-3-carboxylate, the compound from Example 17A, and 1.94 g (19.1 mmol) of triethylamine in 292 ml of dichloromethane. The mixture was stirred at RT for 2 h. For workup, the reaction mixture was washed first with saturated aqueous sodium hydrogencarbonate solution, then with water. The organic phase was dried over sodium sulphate and concentrated under reduced pressure. The residue was purified by means of preparative HPLC. Yield: 2.66 g (64% of theory)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08084469B2
Source datasetuspto-grants-2011_12
ORD IDord-1bb3df3b477948bfb39eafe2502dce43
Source noteuspto-grants-2011_12