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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 484831Generated: October 30, 2026

Diethyl Ether → 1-(1-Methyl-3-phenoxypropyl)piperidine

https://huagongshe.com/reaction/484831

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
ReactantChloroformHCID 6212—
ReactantPiperidineHCID 8082—
Reactant4-Phenoxy-2-butyl tosylateHCID 13326762—
SolventMethanolHCID 887—
Product1-(1-Methyl-3-phenoxypropyl)piperidineHCID 2013581275%

Reaction Steps

In a sealed tube, 10 g of the 4-phenoxy-2-butyl tosylate was reacted with 11.2 g of piperidine in 60 ml of absolute methyl alcohol for one hour at 125° C. After the reaction solution was condensed under reduced pressure, 100 ml of diethyl ether was added into the solution, and then the solution was separated into the diethyl ether solution and 20% aqueous sodium hydroxide solution. After the ether layer was dried over anhydrous sodium sulfate, ether was removed under reduced pressure therefrom. The residue thus obtained was subjected to an alumina-column chromatography using chloroform as the developing solvent to give 5.46 g of 1-(1-methyl-3-phenoxypropyl)piperidine in a yield of 75%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04533731
Source datasetuspto-grants-1985_08
ORD IDord-60be75fe60f94abda7ab5e3317ecab52
Source noteuspto-grants-1985_08