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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 852453Generated: October 30, 2026

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

https://huagongshe.com/reaction/852453

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 numberUS07253157B2
Source datasetuspto-grants-2007_08
ORD IDord-3b4a9062767d496b8a2e96c5abe8c3ff
Source noteuspto-grants-2007_08