HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 420405Generated: October 31, 2026
Trifluoroacetic acid → HCID 57586461, compound
https://huagongshe.com/reaction/420405
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | 1,3-DIBROMO-5-IODOBENZENE | HCID 11068437 | — |
| Reactant | HCID 57586440 | HCID 57586440 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Catalyst | HCID 178418476 | HCID 178418476 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Triethylamine | HCID 8471 | — |
| Product | HCID 57586461 | HCID 57586461 | 60% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08093385B2 |
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| Source dataset | uspto-grants-2012_01 |
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| ORD ID | ord-37b2d7fae55d4c39bc3118eae686a320 |
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| Source note | uspto-grants-2012_01 |
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