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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2120389Generated: October 26, 2026

Potassium Carbonate → [4-[4-[4-(Hydroxydiphenylmethyl)-1-piperidinyl]-1-oxobutyl]phenyl]methyl-propanedioic acid, diethyl ester

https://huagongshe.com/reaction/2120389

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactantalpha,alpha-Diphenyl-4-pyridinemethanolHCID 74177—
Reactant[4-(4-Chloro-1-oxobutyl)phenyl]methyl-propanedioic acid, diethyl esterHCID 12132443—
SolventWaterHCID 962—
SolventTolueneHCID 1140—
SolventEthyl AcetateHCID 8857—
Product[4-[4-[4-(Hydroxydiphenylmethyl)-1-piperidinyl]-1-oxobutyl]phenyl]methyl-propanedioic acid, diethyl esterHCID 1213244499%

Reaction Steps

Mix together [4-(4-chloro-1-oxobutyl)phenyl]methyl-propanedioic acid, diethyl ester (380 mg, 1.1 mmol), potassium carbonate (450 mg, 3.2 mmol), α-(4-pyridyl)benzhydrol (500 mg, 1.9 mmol), water (4 mL) and toluene (10 mL). Heat the mixture to reflux. After 7 days, cool to room temperature. Add ethyl acetate and water. Wash the organic phase with brine, dry over anhydrous magnesium sulfate and concentrate. Purify by flash chromatography (200 g of silica gel, 10% methanol/chloroform as eluent) to give the title compound (627 mg, 99%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06689898B2
Source datasetuspto-grants-2004_02
ORD IDord-40ea80d3ee084b3cab3146f995d1d2d1
Source noteuspto-grants-2004_02