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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 951Generated: October 23, 2026

Methanol → 4-(4-Phenoxyphenyl)piperidine

https://huagongshe.com/en/reaction/951

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 (3) synthesized in Reference Example 3 were added 200 mg of palladium carbon and 1 ml of acetic acid for hydrogenation at atmospheric pressure and room temperature. After the end of the reaction, the insolubles were filtered off and the filtrate was concentrated under reduced pressure. The obtained residue was dissolved in methylene chloride, then adjusted by a 10% aqueous solution of sodium hydroxide to pH=9 to 10, then was shaken. The organic layer was dried, filtered, then concentrated 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-reference compound (4) in all amount of 2.32 g (yield of 66%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05723475
Source datasetuspto-grants-1998_03
ORD IDord-33d9f641c6034e9a99040843b1b7b174
Source noteuspto-grants-1998_03