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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1816360Generated: October 31, 2026

Piperidine → 1-(But-3-yn-1-yl)piperidine

https://huagongshe.com/reaction/1816360

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPiperidineHCID 8082—
ReactantPotassium CarbonateHCID 11430—
Reactant3-Butynyl p-toluenesulfonateHCID 272020—
SolventEthanolHCID 702—
SolventWaterHCID 962—
Product1-(But-3-yn-1-yl)piperidineHCID 13155986—

Reaction Conditions

Temperature80 °C

Reaction Steps

A solution of toluene-4-sulfonic acid but-3-ynyl ester (45.0 g) and piperidine (40 mL) in ethanol (70 mL) was treated a solution of potassium carbonate (27.8 g) in water (70 mL). The mixture was heated to 80° C. for 2 h, cooled to RT, and extracted with DCM (3×100 mL). The combined organic phases were dried (magnesium sulfate), and evaporated. Distillation of the residue (110° C., 30 mm Hg) gave the title compound as a colorless oil (17.3 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06884803B2
Source datasetuspto-grants-2005_04
ORD IDord-96a724e3ba6e4e43a7b732d062c86132
Source noteuspto-grants-2005_04