HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 548564Erstellt: 25. Oktober 2026
Phenylacetylene → (2-Methyl-4-{3-[3-(3-morpholin-4-yl-prop-1-ynyl)-5-phenylethynylphenyl]-prop-2-ynyloxy}-phenoxy)-acetic acid methyl ester
https://huagongshe.com/reaction/548564
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Phenylacetylene | HCID 10821 | — |
| Edukt | (4-{3-[3-Bromo-5-(3-morpholin-4-yl-prop-1-ynyl)-phenyl]-prop-2-ynyloxy}-2-methylphenoxy)-acetic acid methyl ester | HCID 67157848 | — |
| Katalysator | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Katalysator | HCID 178418476 | HCID 178418476 | — |
| Lösungsmittel | Dimethylformamide | HCID 6228 | — |
| Lösungsmittel | Triethylamine | HCID 8471 | — |
| Produkt | (2-Methyl-4-{3-[3-(3-morpholin-4-yl-prop-1-ynyl)-5-phenylethynylphenyl]-prop-2-ynyloxy}-phenoxy)-acetic acid methyl ester | HCID 67158107 | — |
Reaktionsschritte
A mixture of phenylacetylene (169 mg, 1.66 mmol), (4-{3-[3-bromo-5-(3-morpholin-4-yl-prop-1-ynyl)-phenyl]-prop-2-ynyloxy}-2-methyl-phenoxy)-acetic acid methyl ester (100 mg, 0.195 mmol, example 6), Pd(PPh3)2Cl2 (22 mg, 0.02 mmol), CuI (10 mg, 0.055 mmol) in dry DMF (2 ml) and triethylamine (2 ml) was heated in a microwave own for 1 hour at 60° C. in a sealed tube. The reaction mixture was filtered through Decalite and the filtrate was evaporated. The residue was purified on column chromatography using methylene chloride/THF mixtures to give (2-methyl-4-{3-[3-(3-morpholin-4-yl-prop-1-ynyl)-5-phenylethynylphenyl]-prop-2-ynyloxy}-phenoxy)-acetic acid methyl ester in 70 mg (67%) yield.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US07943612B2 |
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| Quelldatensatz | uspto-grants-2011_05 |
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| ORD ID | ord-17af611ddd714e37859bead0f91db0f9 |
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| Quellennotiz | uspto-grants-2011_05 |
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