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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 381171Generated: October 31, 2026

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

https://huagongshe.com/reaction/381171

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydrofuranHCID 8028—
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—
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 tetrahydrofuran (10 mL), copper(I)iodide (0.02 g, 0.1 mmol) and dichlorobis(triphenylphosphine)palladiun(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 numberUS06303785B1
Source datasetuspto-grants-2001_10
ORD IDord-d03a64bbc968404894898103cf9822fd
Source noteuspto-grants-2001_10