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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2191104Generated: October 31, 2026

1,2-Dichloroethane → 1-(1-Methyl-cyclopropanecarbonyl)-piperidine-4-carboxylic acid ethyl ester

https://huagongshe.com/reaction/2191104

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-DichloroethaneHCID 11—
ReactantTriethylamineHCID 8471—
ReactantEthyl 4-piperidinecarboxylateHCID 70770—
Reactant1-HydroxybenzotriazoleHCID 75771—
Reactant1-Methylcyclopropanecarboxylic acidHCID 81326—
SolventDichloromethaneHCID 6344—
Product1-(1-Methyl-cyclopropanecarbonyl)-piperidine-4-carboxylic acid ethyl esterHCID 5943814492%

Reaction Steps

To a stirred solution of 14.4 g (0.144 mol) 1-methyl-cyclopropanecarboxylic acid in 200 mL DCM was added 27.1 g (0.141 mol) EDC, 19.10 g (0.141 g) HOBt and 35.93 mL (0.259 mol) Et3N. After 1 h at room temperature 18.9 g (0.12 mol) piperidine-4-carboxylic acid ethyl ester was added and the mixture was stirred at room temperature over night. The mixture was poured onto water and extracted with DCM. The combined organic phases were dried over Na2SO4 and concentrated under vacuum. Column chromatography (SiO2, EtOAc/H, 1:1) yielded 26.1 g (92%) of the title compound as a light yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08324248B2
Source datasetuspto-grants-2012_12
ORD IDord-22c4336baba541adbeb8d3556cf60fc3
Source noteuspto-grants-2012_12