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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 490868Generated: October 30, 2026

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

https://huagongshe.com/reaction/490868

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 numberUS07528154B2
Source datasetuspto-grants-2009_05
ORD IDord-05fe50ff46724dd5b6a0efca7ea5f535
Source noteuspto-grants-2009_05