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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2390320Generated: October 30, 2026

Triethylamine → HCID 49765145, compound

https://huagongshe.com/reaction/2390320

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantPhenylacetyleneHCID 10821—
Reactanttert-Butyl (2-bromo-4-chlorophenoxy)acetateHCID 49766393—
CatalystCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
CatalystHCID 178418476HCID 178418476—
SolventAcetonitrileHCID 6342—
ProductHCID 49765145HCID 49765145—

Reaction Conditions

Temperature50 °C

Reaction Steps

A solution of tert-butyl(2-bromo-4-chlorophenoxy)acetate (350 mg; 1.09 mmol) and phenylacetylene (Aldrich; 122 mg; 1.20 mmol) in degassed, anhydrous ACN (2.80 mL) was treated with dichlorobis(triphenylphosphine)palladium(II) (38 mg; 0.05 mmol), copper(I) iodide (10 mg; 0.05 mmol) and triethylamine (0.45 mL; 3.26 mmol). The reaction mixture was heated at 50° C. under stirring for 16 hours. The solvent was evaporated, the residue dissolved in DCM (4 mL) and TFA (1 mL) was added. After stirring for 45 minutes, the solvents were removed under vacuum and the crude product purified by preparative HPLC. The title compound was obtained as a brown solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08273769B2
Source datasetuspto-grants-2012_09
ORD IDord-70c9dc168b494b5f895fc9e9b5d5810a
Source noteuspto-grants-2012_09