Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 353557Generated: October 30, 2026

Potassium Carbonate → 1-(2-Butynyl)-4-[[[4-(2-butynyloxy)phenyl]sulfonyl]methyl]-4-piperidinecarboxylic acid, ethyl ester

https://huagongshe.com/reaction/353557

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant1-Bromo-2-butyneHCID 2756862—
ReactantHCID 22626999HCID 22626999—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
Product1-(2-Butynyl)-4-[[[4-(2-butynyloxy)phenyl]sulfonyl]methyl]-4-piperidinecarboxylic acid, ethyl esterHCID 8675788285%

Reaction Steps

A mixture of 4-[[[4-(2-Butynyloxy)phenyl]sulfonyl]methyl]-4-piperidinecarboxylic acid ethyl ester (0.208 g, 0.5 mmol), 1-bromo-2-butyne (0.044 mL 0.53 mmol) and K2CO3 (0.138 g, 1.0 mmol)in 5.0 mL of DMF was stirred at room temperature for 6 h. The reaction was diluted with EtOAc and washed with H2O, brine, dried over MgSO4, filtered, and concentrated in vacuo. The residue was chromatographed on silica gel eluting with EtOAc:hexanes (1:1) to provide 0.183 g (85%) of the desired product as a pale yellow gum. Electrospray Mass Spec: 432.2 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06753337B2
Source datasetuspto-grants-2004_06
ORD IDord-a19148a544b245d2b5f9a139301f95a1
Source noteuspto-grants-2004_06