Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1665980Generated: October 31, 2026

Piperidine → 1-{[6-(4-Phenylbutoxy)-2-naphthyl]methyl}piperidine

https://huagongshe.com/reaction/1665980

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPiperidineHCID 8082—
ReactantSodium HydroxideHCID 14798—
Reactant6-(4-Phenylbutoxy)-2-formylnaphthaleneHCID 86087627—
Solvent1,1-DichloroethaneHCID 6365—
Product1-{[6-(4-Phenylbutoxy)-2-naphthyl]methyl}piperidineHCID 66689745—

Reaction Steps

To a solution in 6-(4-phenylbutoxy)-2-formylnaphthalene (50 mg) in dichloroethane (0.5 mL), piperidine (20 μL) and triacetoxy sodium borohydride (72 mg) were added, followed by stirring at room temperature for 18 hours. The reaction mixture was added with a 1N aqueous sodium hydroxide solution, and then the mixture was extracted with chloroform. After concentrating the organic layer, the obtained residue was purified by silica gel column chromatography (dichloroform:methanol:acetic acid=120:10:1) to give the title compound (60 mg) having the following physical properties.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08039674B2
Source datasetuspto-grants-2011_10
ORD IDord-3174d76e71e04f1ca84730d95e7665e8
Source noteuspto-grants-2011_10