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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 713466Generated: October 31, 2026

Hydrochloric Acid → [4-(4-But-2-ynyloxy-benzoyl)-piperidin-1-yl]-acetic acid

https://huagongshe.com/reaction/713466

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant2-Butyn-1-olHCID 12991—
ReactantSodium HydroxideHCID 14798—
Reactant2-(4-(4-Fluorobenzoyl)piperidin-1-YL)acetic acidHCID 71226402—
SolventWaterHCID 962—
Product[4-(4-But-2-ynyloxy-benzoyl)-piperidin-1-yl]-acetic acidHCID 71226621300.6%

Reaction Conditions

Temperature80 °C

Reaction Steps

To a solution of [4-(4-fluoro-benzoyl)-piperidin-1-yl]-acetic acid (561 mg, 2.11 mmol) in water (10 mL) and was added 2-butyn-1-ol (3.71 g, 52.9 mmol) followed by a solution of 4N NaOH (3.44 mL, 13.8 mmol). The reaction was heated up to 80° C. for 72 hours. The reaction was acidified using 2N HCl to pH 5, then the solvent was then removed under vacuum to afford the crude title compound (2.0 g). LRMS m/z: ES+=315.9 (M+H), retention time 1.52.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09181266B2
Source datasetuspto-grants-2015_11
ORD IDord-24f503af8ee74185a9c80049bd602d08
Source noteuspto-grants-2015_11