Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Water | HCID 962 | — |
| Edukt | Ethyl Acetate | HCID 8857 | — |
| Edukt | Dabco | HCID 9237 | — |
| Edukt | Indole-5-carboxaldehyde | HCID 589040 | — |
| Lösungsmittel | Dimethyl Carbonate | HCID 12021 | — |
| Produkt | 1-methyl-1H-indole-5-carbaldehyde | HCID 7537534 | 46% |
Reaktionsschritte
A solution of indole-5-carbaldehyde (0.5 g) in dimethyl carbonate (5 mL) was treated with 1,4-diaza-bicyclo[2.2.2]octane (38 mg). The resulting mixture was heated to 90° C. for 5 h and cooled to room temperature (rt). EtOAc (10 mL) and water (10 mL) were added, and the aqueous phase was extracted with EtOAc (3×10 mL). The combined organic extracts were washed with brine (1×20 mL), dried (MgSO4), and concentrated. Chromatography of the residue (0-50% EtOAc-hexanes) gave the title compound as a white solid (46%).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US08530476B2 |
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| Quelldatensatz | uspto-grants-2013_09 |
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| ORD ID | ord-fa0519e4d41b43b5a7f430548df2fe8e |
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| Quellennotiz | uspto-grants-2013_09 |
|---|