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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 984158Generated: October 30, 2026

Hydrochloric Acid → [2-(3,4,5-Trimethoxyphenyl)pyridin-4-yl]methyl-4-piperidone

https://huagongshe.com/reaction/984158

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantSodium HydroxideHCID 14798—
Reactant1-[[2-(3,4,5-Trimethoxyphenyl)pyridin-4-yl]methyl]-4-piperidone ethylene ketalHCID 21338835—
SolventTetrahydrofuranHCID 8028—
Product[2-(3,4,5-Trimethoxyphenyl)pyridin-4-yl]methyl-4-piperidoneHCID 22557811—

Reaction Conditions

Temperature90 °C

Reaction Steps

To a solution of 1-[[2-(3,4,5-trimethoxyphenyl)pyridin-4-yl]methyl]-4-piperidone ethylene ketal (19.0 g) in THF (200 mL) was added 1 M hydrochloric acid (200 mL). The mixture was stirred at 90° C. overnight, then neutralized with 2 M sodium hydroxide and extracted with ethyl acetate. The organic layer was washed with brine, dried over anhydrous sodium sulfate and evaporated. The residual oil was applied to a column of silica gel using chloroform-methanol (40:1) as an eluent. Fractions containing the product were collected and evaporated to give the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06867221B2
Source datasetuspto-grants-2005_03
ORD IDord-d0e91faf873849f6a5fa6ddb05acdae5
Source noteuspto-grants-2005_03