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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 992363Generated: October 25, 2026

Methanol → 4-(4-Phenoxyphenyl)piperidine

https://huagongshe.com/reaction/992363

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
Reactant4-(4-Phenoxyphenyl)-1,2,3,6-tetrahydropyridineHCID 22599989—
CatalystHCID 178418390HCID 178418390—
SolventAcetic AcidHCID 176—
Product4-(4-Phenoxyphenyl)piperidineHCID 1107598466%

Reaction Steps

To a 100 ml methanol solution of 3.51 g of the compound (8) synthesized in Example 1 were added 200 mg of palladium carbon and 1 ml of acetic acid for hydrogenation at atmospheric pressure and room temperature. After the completion of the reaction, the insolubles were filtered off, then the filtrate was concentrated under reduced pressure. The obtained residue was dissolved in methylene chloride and adjusted by a 10% aqueous solution of sodium hydroxide to a pH 9 to 10, then was shaken. The organic layer was dried, filtered, then condensed under reduced pressure to obtain a residue which was then purified by silica gel column chromatography (methylene chloride:methanol=20:1) to obtain the above-referenced compound (9) in an amount of 2.32 g (yield 66%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06469010B1
Source datasetuspto-grants-2002_10
ORD IDord-68b176c97cf44b6fa785f4d2168d0504
Source noteuspto-grants-2002_10