Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Water | HCID 962 | — |
| Edukt | Methyl iodide | HCID 6328 | — |
| Edukt | Sodium hydride | HCID 24758 | — |
| Edukt | 6-Methylindole-3-carboxaldehyde | HCID 4777902 | — |
| Lösungsmittel | Dimethylformamide | HCID 6228 | — |
| Produkt | 1,6-Dimethyl-1H-indole-3-carbaldehyde | HCID 22593746 | 97% |
Reaktionsschritte
A solution of the known 6-methyl-1H-indole-3-carboxaldehyde (5 g, 31 mm) in DMF (100 mL) was cooled to 0° C. and treated with NaH (38 mm), and stirred at 0° C. for 3 hours. After treatment with CH3I (2.35 mL, 38 mm), the mixture was allowed to warm to room temperature overnight. The mixture was poured into H2O(500 mL) and extracted with ethylacetate (EtOAc) (200 mL×3). The combined organic layers were dried over MgSO4, filtered and evaporated. Purification by flash column chromatography afforded 1,6-dimethyl-1H-indole-3-carboxaldehyde (5.2 g, 97%).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US05891901 |
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| Quelldatensatz | uspto-grants-1999_04 |
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| ORD ID | ord-56cb28cf919340c083e1a725acc2a2fc |
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| Quellennotiz | uspto-grants-1999_04 |
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