HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 659107Erstellt: 26. Oktober 2026
Methyl Acrylate → 3-{3-[2-Oxo-2-(5-phenyl-furan-2-yl)-ethyl]-phenyl}-acrylic acid methyl ester
https://huagongshe.com/reaction/659107
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Methyl Acrylate | HCID 7294 | — |
| Edukt | Triethylamine | HCID 8471 | — |
| Edukt | Tri-o-tolylphosphine | HCID 80271 | — |
| Edukt | 2-(3-Bromo-phenyl)-1-(5-phenyl-furan-2-yl)-ethanone | HCID 59654728 | — |
| Katalysator | palladium(II) acetate | HCID 167845 | — |
| Lösungsmittel | Acetonitrile | HCID 6342 | — |
| Produkt | 3-{3-[2-Oxo-2-(5-phenyl-furan-2-yl)-ethyl]-phenyl}-acrylic acid methyl ester | HCID 68414671 | — |
Reaktionsschritte
Tri(o-toly)phosphine (25 mg, 0.082 mmol) and palladium(II) acetate (9 mg, 0.041 mmol) in acetonitrile (1 mL) was added to a mixture of methyl acrylate (84 mg, 0.98 mmol) and triethylamine (329 mg, 3.26 mmol). Aryl bromide (25) (278 mg, 0.82 mmol) in acetonitrile (3 mL) was then added and the reaction mixture heated in a CEM Discover microwave for 45 minutes at 90° C. The solvent was concentrated in vacuo, and the crude product was purified by Flash Master Jones Chromatography using a 25 g silica cartridge eluting with 5-17% EtOAc in heptane. Yield: 222 mg, 78%; LC-MS tr 1.62 min; HPLC Purity: 100%; MS (ES+) m/z 347 (M+H)
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US08080567B2 |
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| Quelldatensatz | uspto-grants-2011_12 |
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| ORD ID | ord-d2632edca8e64415a05b896613de4e3f |
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| Quellennotiz | uspto-grants-2011_12 |
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