Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 49962Generated: October 26, 2026

Diethyl Ether → 1-benzyl-4-[N-(4-n-butoxyphenyl)-N-methylaminomethyl]piperidin-4-ol

https://huagongshe.com/reaction/49962

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
ReactantAniline, p-butoxy-N-methyl-HCID 31989—
Reactant6-Benzyl-1-oxa-6-azaspiro(2,5)octaneHCID 89238—
ReactantAluminaHCID 9989226—
SolventMethanolHCID 887—
Product1-benzyl-4-[N-(4-n-butoxyphenyl)-N-methylaminomethyl]piperidin-4-olHCID 1782379875.5%

Reaction Steps

Activated neutral aluminum oxide 90 (activity I, made by Merck Co.) (5 g) was added to a diethyl ether solution (10 mL) of 1-benzylpiperidin-4-spiro-2′-oxirane (0.50 g) and 4-butoxy-N-methylaniline (0.53 g) and stirred at room temperature overnight. Methanol (20 mL) was added to the reaction solution and stirred at room temperature for 2 hours. The reaction solution was filtered, and the filtrate was concentrated under reduced pressure. The residue obtained was purified by silica gel column chromatography (elution solvent; ethyl acetate) to obtain the titled compound (0.71 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06710060B2
Source datasetuspto-grants-2004_03
ORD IDord-3ded8f04c190456d870ee3eaca6c19b5
Source noteuspto-grants-2004_03