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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 661202Generated: October 31, 2026

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

https://huagongshe.com/reaction/661202

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant4-Nitrophenyl chloroformateHCID 82129—
ReactantMethyl 5-(4-ethylphenyl)piperidine-3-carboxylateHCID 58002552—
SolventDichloromethaneHCID 6344—
Product3-Methyl 1-(4-nitrophenyl) 5-(4-ethylphenyl)piperidine-1,3-dicarboxylateHCID 58002382—

Reaction Conditions

Temperature0 °C

Reaction Steps

3.0 g (12.1 mmol) of the compound from Example 11A were initially charged in 30 ml of dichloromethane and cooled to 0° C., and admixed with 3.4 ml (2.4 g, 12.1 mmol) of triethylamine and 2.4 g (12.1 mmol) of 4-nitrophenyl chloroformate. The reaction mixture was allowed to warm up slowly to RT and stirred at RT for 16 h. The mixture was washed several times with water, dried over sodium sulphate, filtered and concentrated under reduced pressure. The residue was purified by column chromatography on silica gel (eluent dichloromethane→dichloromethane/methanol 100:2). Yield: 4.7 g (83% of theory, purity 89%)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08084469B2
Source datasetuspto-grants-2011_12
ORD IDord-ad543e96589f4676b53094f5da26754f
Source noteuspto-grants-2011_12