Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 420405Generated: October 31, 2026

Trifluoroacetic acid → HCID 57586461, compound

https://huagongshe.com/reaction/420405

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
Reactant1,3-DIBROMO-5-IODOBENZENEHCID 11068437—
ReactantHCID 57586440HCID 57586440—
CatalystCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
CatalystHCID 178418476HCID 178418476—
SolventTetrahydrofuranHCID 8028—
SolventTriethylamineHCID 8471—
ProductHCID 57586461HCID 5758646160%

Reaction Conditions

Temperature60 °C

Reaction Steps

To a solution of 4-[2-(2-Carboxy-ethyl)-3-hept-6-ynyl-phenoxy]-butyric acid (250 mg, 0.72 mmol), 3,5-dibromoiodobenzene (preparation in J. Org. Chem. 2003, 68, 8750) (261 mg, 0.72 mmol), CuI (7 mg, 0.036 mmol) in THF (5 mL) and Et3N (5 mL) was added bis-(triphenylphosphine)palladium(II) dichloride (25 mg, 0.036 mmol). The reaction mixture was heated at 60° C. for 3 h. Then the reaction mixture was cooled down, a few drop of TFA was added and the resulting mixture was evaporated under vacuo. The crude material was purified by column chromatography using a gradient from EtOAc to 20% MeOH-EtOAc as eluant to give the title compound (240 mg, 60%) as a oil. HR-MS-EI(+): calculated for C26H28O5Br2(M+Na) 601.0195, found 601.0193.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08093385B2
Source datasetuspto-grants-2012_01
ORD IDord-37b2d7fae55d4c39bc3118eae686a320
Source noteuspto-grants-2012_01