HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 658248Erstellt: 24. Oktober 2026
Sodium Carbonate → Methyl 3,5-bis[(1E)-3-methoxyprop-1-en-1-yl]benzoate
https://huagongshe.com/de/reaction/658248
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
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| Edukt | Sodium Carbonate | HCID 10340 | — |
| Edukt | Triphenylphosphine | HCID 11776 | — |
| Edukt | Methyl 3,5-Dibromobenzoate | HCID 621923 | — |
| Edukt | 2-[(1E)-3-methoxyprop-1-en-1-yl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane | HCID 16217443 | — |
| Katalysator | palladium(II) acetate | HCID 167845 | — |
| Lösungsmittel | Diethyl Ether | HCID 3283 | — |
| Lösungsmittel | Dimethylformamide | HCID 6228 | — |
| Produkt | Methyl 3,5-bis[(1E)-3-methoxyprop-1-en-1-yl]benzoate | HCID 57456870 | — |
Reaktionsschritte
To a solution of methyl 3,5-dibromobenzoate (1 eq.) from the previous step in DMF (0.2 M) was added 2-[(1E)-3-methoxyprop-1-en-1-yl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (2.1 eq.), palladium acetate (10 mol %), triphenylphosphine (30 mol %), and 2.0 M aqueous sodium carbonate solution (5 eq.). The reaction was heated to 80° C. and stirred for 3 h. After cooling to rt, the reaction was diluted with ether. The organic extract was washed with water, brine, dried over MgSO4, and concentrated in vacuo. The crude product was purified by flash column chromatography (SiO2, 20% EtOAc in Hex) to afford the title compound as an oil.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US08076359B2 |
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| Quelldatensatz | uspto-grants-2011_12 |
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| ORD ID | ord-d53dca1151d34266a90db378e16b3d56 |
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| Quellennotiz | uspto-grants-2011_12 |
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