HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1470640Erstellt: 25. Oktober 2026
4-Ethynyl-1,1'-biphenyl → HCID 66706342, Verbindung
https://huagongshe.com/reaction/1470640
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
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| Edukt | 4-Ethynyl-1,1'-biphenyl | HCID 34464 | — |
| Edukt | methyl 2-amino-3-iodobenzoate | HCID 21258150 | — |
| Katalysator | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Katalysator | Dichlorobis(triphenylphosphine)palladium | HCID 6102075 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Produkt | HCID 66706342 | HCID 66706342 | 76,4% |
Reaktionsschritte
To a solution of 2-amino-3-iodo-benzoic acid methyl ester (500 mg, 1.8 mmol), 4-ethynyl-biphenyl (416 mg, 2.3 mmol) in THF (20 mL), CuI (17 mg, 0.09 mmol), bis-(triphenylphosphine)-palladium (II)-chloride (64 mg, 0.09 mmol) and TEA (0.75 mL, 5.4 mmol) were added. This mixture was stirred at room temperature for 12 h. The progress of the reaction was monitored by TLC. After completion, the reaction mass was filtered through celite, and the collected filtrate was diluted with ethyl acetate (30 mL), washed with water (2×20 mL) and the combined organic layer was separated and dried over sodium sulphate and concentrated under reduced pressure to obtain brown mass which was purified by column chromatography using 5% ethyl acetate in hexane as an eluent to obtain 450 mg of 2-amino-3-biphenyl-4-ylethynyl-benzoic acid methyl ester as a pale yellow coloured solid (76%).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US09006454B2 |
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| Quelldatensatz | uspto-grants-2015_04 |
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| ORD ID | ord-ec4b4a98675e4a7e8de6f7f7588ea4e5 |
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| Quellennotiz | uspto-grants-2015_04 |
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