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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1731887Generated: October 31, 2026

Diethyl Ether → 1-(3-Phenylpropyl)-3-(3-methoxyphenyl)piperidine

https://huagongshe.com/reaction/1731887

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
ReactantSodium HydroxideHCID 14798—
Reactant1-(3-Phenylpropionyl)-3-(3-methoxyphenyl)piperidineHCID 13604903—
ReactantAluminium lithium hydrideHCID 21226445—
SolventTetrahydrofuranHCID 8028—
Product1-(3-Phenylpropyl)-3-(3-methoxyphenyl)piperidineHCID 13604904—

Reaction Steps

The 1-(3-phenylpropionyl)-3-(3-methoxyphenyl)piperidine was dissolved in 150 ml of dry tetrahydrofuran, and the solution was added to a suspension of 8.59 g (226 mmole) of lithium aluminum hydride in 150 ml of dry tetrahydrofuran, at room temperature. The resulting mixture was heated under reflux for 1 hour and then it was cooled in an ice-bath. To the cooled mixture was added, dropwise, with stirring, 43 ml of 3% aqueous sodium hydroxide, followed by 400 ml of diethyl ether. Stirring was continued for 45 minutes, and then the mixture was filtered. The filtrate was evaporated in vacuo to give 18.4 g of material.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04623728
Source datasetuspto-grants-1986_11
ORD IDord-9366f612f8bb4c1e921536689e30a02f
Source noteuspto-grants-1986_11