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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1375948Generated: November 2, 2026

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

https://huagongshe.com/reaction/1375948

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 numberUS07169796B2
Source datasetuspto-grants-2007_01
ORD IDord-857992bc661b44399960ee51fdce8473
Source noteuspto-grants-2007_01