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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1981545Generated: November 1, 2026

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

https://huagongshe.com/reaction/1981545

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 numberUS04593037
Source datasetuspto-grants-1986_06
ORD IDord-9af38bb16e7543e898bd8e2b110983fb
Source noteuspto-grants-1986_06