Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2217356Generated: November 1, 2026

Water → Ethyl 4-(4-hydroxypiperidin-1-yl)benzoate

https://huagongshe.com/reaction/2217356

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPotassium CarbonateHCID 11430—
ReactantBenzoic acid, 4-fluoro-, ethyl esterHCID 67976—
ReactantPiperidin-4-olHCID 79341—
SolventDimethyl SulfoxideHCID 679—
ProductEthyl 4-(4-hydroxypiperidin-1-yl)benzoateHCID 1271744564.2%

Reaction Conditions

Temperature120 °C

Reaction Steps

A mixture of 4-fluoro-benzoic acid ethyl ester (1.68 g, 10 mmoles), piperidin-4-ol (1.12 g, 11 mmoles) and anhydrous potassium carbonate (138 g, 10 mmoles) in DMSO (10 ml) was heated at 120° C. for 6 hours. After cooling, the mixture was poured into water and ice (500 ml) and extracted with ethyl acetate. The organic layer was washed with water and brine, dried and evaporated. The residue was purified by flash chromatography on silica gel using hexane/EtOAc (10/30) as eluent to give the title compound as a white solid (1.6 g, 64%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07407971B2
Source datasetuspto-grants-2008_08
ORD IDord-41ec941f07dc401b876f5349f3f4a14d
Source noteuspto-grants-2008_08