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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 7069Generated: October 26, 2026

4-hydroxy-3-methoxy-N-[3-(2-phenylethynyl)phenyl]-phenylacetamide → 4-hydroxy-3-methoxy-N-[3-[(Z)-2-phenylvinyl]phenyl]-phenylacetamide

https://huagongshe.com/reaction/7069

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-hydroxy-3-methoxy-N-[3-(2-phenylethynyl)phenyl]-phenylacetamideHCID 22019612—
CatalystLindlars catalystHCID 131709914—
SolventEthyl AcetateHCID 8857—
Product4-hydroxy-3-methoxy-N-[3-[(Z)-2-phenylvinyl]phenyl]-phenylacetamideHCID 5867987133.1%

Reaction Steps

4-Hydroxy-3-methoxy-N-[3-(2-phenylethynyl)phenyl]phenylacetamide (150 mg) obtained in Example 36 is dissolved in ethyl acetate (10 ml), and thereto is added Lindlar catalyst (5% lead-poisoned palladium-calcium carbonate) (15 mg), and the mixture is subjected to catalytic hydrogenation at 25° C. The catalyst is removed by filtration, and the solvent is evaporated under reduced pressure. The residue is purified by silica gel column chromatography (eluent: gradient from 0% to 100% hexane/ethyl acetate) to give the desired compound (50 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07084176B2
Source datasetuspto-grants-2006_08
ORD IDord-07dd7afb520a43b7959c4a57316588b6
Source noteuspto-grants-2006_08