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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 278822Generated: November 1, 2026

Triethylamine → 4-(3,5-Di-tert-butyl-4-methoxy-phenylethynyl)-2-fluoro-phenyl-acetic acid methyl ester

https://huagongshe.com/reaction/278822

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantEthyl AcetateHCID 8857—
Reactant1,3-Di-tert-butyl-5-ethynyl-2-methoxy-benzeneHCID 22568851—
ReactantMethyl-2-fluoro-4-iodo-phenyl acetateHCID 69548383—
CatalystCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
CatalystHCID 178418476HCID 178418476—
SolventHexaneHCID 8058—
Product4-(3,5-Di-tert-butyl-4-methoxy-phenylethynyl)-2-fluoro-phenyl-acetic acid methyl esterHCID 6954886289%

Reaction Steps

Following General Procedure F and using 1,3-di-tert-butyl-5-ethynyl-2-methoxy-benzene (Intermediate 169, 0.087 g, 0.33 mmol), methyl-2-fluoro-4-iodo phenyl acetate (Reagent H, 0.088 g, 0.30 mmol), triethyl amine (5 mL), anhydrous tetrahydrofliran (10 mL), copper(I)iodide (0.02 g, 0.1 mmol) and dichlorobis(triphenylphosphine)palladium(II) (0.06 g, 0.085 mmol) followed by flash column chromatography over silica gel (230-400 mesh) using 10% ethyl acetate in hexane as the eluent, the title compound (0.122 g, 89%) was obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06359135B1
Source datasetuspto-grants-2002_03
ORD IDord-d29c55196bb94038abee296b59fe1d98
Source noteuspto-grants-2002_03