HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1515079Erstellt: 26. Oktober 2026
Triphenylphosphine → Ethyl 3-(4-{[3-(dimethylamino)benzyl]oxy}phenyl)-3-ethoxypropionate
https://huagongshe.com/reaction/1515079
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Triphenylphosphine | HCID 11776 | — |
| Edukt | m-(Dimethylamino)benzyl alcohol | HCID 90133 | — |
| Edukt | Diethylazodicarboxylate toluene | HCID 66777355 | — |
| Edukt | Ethyl 3-ethoxy-3-(4-hydroxyphenyl)propionate | HCID 67058135 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Produkt | Ethyl 3-(4-{[3-(dimethylamino)benzyl]oxy}phenyl)-3-ethoxypropionate | HCID 67058211 | 76,3% |
Reaktionsschritte
Ethyl 3-ethoxy-3-(4-hydroxyphenyl)propionate (100 mg, 0.420 mmol) produced in Example 1 (1C) and [3-(dimethylamino)phenyl]methanol (95 mg, 0.630 mmol) were dissolved in tetrahydrofuran (10 mL), and triphenylphosphine (178 mg, 0.680 mmol) and a 40% diethyl azodicarboxylate toluene solution (309 μL, 0.680 mmol) were added thereto at room temperature, and then, the resulting mixture was stirred under a nitrogen atmosphere at 50° C. for 4 hours. After the reaction solution was cooled to room temperature, the solvent was distilled off under reduced pressure, and the resulting residue was purified by silica gel column chromatography (hexane:ethyl acetate=100:0 to 95:5 (v/v)), whereby the objective title compound was obtained as a white solid (119 mg, yield: 76%).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US08222281B2 |
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| Quelldatensatz | uspto-grants-2012_07 |
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| ORD ID | ord-8847c13e4fd44b428b90ae4a9f2499bd |
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| Quellennotiz | uspto-grants-2012_07 |
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