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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 7066Generated: October 25, 2026

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

https://huagongshe.com/reaction/7066

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantPhenylacetyleneHCID 10821—
Reactant4-hydroxy-N-(3-iodophenyl)-3-methoxyphenylacetamideHCID 12096660—
CatalystCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
CatalystHCID 178419050HCID 178419050—
SolventAcetonitrileHCID 6342—
Product4-hydroxy-3-methoxy-N-[3-(2-phenylethynyl)phenyl]-phenylacetamideHCID 2201961277.2%

Reaction Conditions

Temperature50 °C

Reaction Steps

A mixture of Intermediate 1 (2.5 g), ethynylbenzene (800 mg), copper (I) iodide (124 mg), bis(triphenylphosphine)palladium (II) dichloride (1.37 g), triethylamine (19.0 g) and acetonitrile (20 ml) is heated with stirring at 50° C. under argon atmosphere. The solvent is evaporated under reduced pressure, and the residue is purified by silica gel column chromatography (eluent: gradient from 0% to 100% hexane/ethyl acetate) to give the desired compound (1.8 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07084176B2
Source datasetuspto-grants-2006_08
ORD IDord-144fec4e7c764ed7b72601061fc955a2
Source noteuspto-grants-2006_08