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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1815534Generated: October 31, 2026

Thiophene → (+/-)-Methyl 1-(4-aminophenyl)-alpha-phenyl-4-piperidineacetate

https://huagongshe.com/reaction/1815534

Reaction equation

Participants

RoleNameHCIDCharge
ReactantThiopheneHCID 8030—
Reactant(+/-)-Methyl 1-(4-nitrophenyl)-alpha-phenyl-4-piperidineacetateHCID 22499408—
ReactantHCID 178418361HCID 178418361—
CatalystPalladiumHCID 23938—
SolventMethanolHCID 887—
Product(+/-)-Methyl 1-(4-aminophenyl)-alpha-phenyl-4-piperidineacetateHCID 2249937498.1%

Reaction Steps

A mixture of intermediate (14) (0.0022 mole) in methanol (100 ml) was hydrogenated at 50° C. with palladium-on-carbon (10%) (0.1 g) as a catalyst in the presence of a 4% thiophene solution (0.1 ml). After uptake of hydrogen (3 equivalents), the catalyst was filtered off and the filtrate was evaporated. The residue was triturated in hexane. The precipitate was filtered off and dried, yielding 0.7 g of (±)-methyl 1-(4-aminophenyl)-α-phenyl-4-piperidineacetate (intermediate 15, melting point 125° C.).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06878724B2
Source datasetuspto-grants-2005_04
ORD IDord-0f78f58be82f49648a0eaa9b7fcabf43
Source noteuspto-grants-2005_04