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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1989863Generated: October 31, 2026

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

https://huagongshe.com/reaction/1989863

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 (17) (0.0022 mol) 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 thiophene solution (4%; 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 (±)-methyl 1-(4-aminophenyl)-α-phenyl-4-piperidineacetate (intermediate 18, mp. 125° C.).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07642378B2
Source datasetuspto-grants-2010_01
ORD IDord-23e4564152724c2e876b710263bb8de9
Source noteuspto-grants-2010_01