Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2390326Generated: October 30, 2026

Triethylamine → HCID 46865875, compound

https://huagongshe.com/reaction/2390326

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant2-Bromo-5-chlorothiopheneHCID 76133—
ReactantTert-butyl(4-chloro-2-ethynylphenoxy)acetateHCID 56594381—
CatalystCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
CatalystHCID 178418476HCID 178418476—
SolventTetrahydrofuranHCID 8028—
ProductHCID 46865875HCID 46865875—

Reaction Conditions

Temperature60 °C

Reaction Steps

A mixture of 2-bromo-5-chlorothiophene (Aldrich, 163 mg; 0.82 mmol), tert-butyl(4-chloro-2-ethynylphenoxy)acetate (Intermediate 3, 200 mg; 0.75 mmol), dichlorobis(triphenylphosphine)palladium(II) (33 mg; 0.04 mmol), copper(I) iodide (8.6 mg; 0.04 mmol) was degassed during two minutes under nitrogen then THF (3 mL) and triethylamine (208 μL; 1.50 mmol) were added and reaction mixture was stirred at 60° C. for 16 hours. The solvent was evaporated and the residue was treated with an HCl solution (4 N in dioxane, 3.7 mL). After stirring for 16 hours, the solvents were removed under vacuum and the crude product purified by preparative HPLC. The title compound was obtained as a brown sticky solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08273769B2
Source datasetuspto-grants-2012_09
ORD IDord-0810f878e39d443c89f8dcba88d4119d
Source noteuspto-grants-2012_09