HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Iodoethane → 1-Ethyl-5-methyl-1H-imidazole-4-carbaldehyde
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Iodoethane | HCID 6340 | — |
| Edukt | Sodium hydride | HCID 24758 | — |
| Edukt | 5-Methyl-1H-imidazole-4-carbaldehyde | HCID 2795887 | — |
| Lösungsmittel | Dimethylformamide | HCID 6228 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Produkt | 1-Ethyl-5-methyl-1H-imidazole-4-carbaldehyde | HCID 57678313 | 33,2% |
Reaktionsschritte
5-Methyl-1H-imidazole-4-carbaldehyde (940 mg, 8.5 mmol) was dissolved in THF (40 ml) with DMF (5 ml). NaH (380 mg of a 60% dispersion in mineral oil) was added carefully and the reaction mixture was allowed to stir for 5 min. under nitrogen. Ethyl iodide (1.65 g, 9.7 mmol) was added and it was allowed to stir for 1 h, at which time the reaction was judged complete. The solvent was removed under vacuum, and the crude was purified on silica eluted with 100% ethyl acetate—1% MeOH/ethyl acetate to yield the title product (390 mg) as the main isomer. MS (ESI-POS): [M+H]+=139.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07531542B2 |
| Quelldatensatz | uspto-grants-2009_05 |
| ORD ID | ord-c1fa8d5ef23c4dcfab3f18d3f5f2af37 |
| Quellennotiz | uspto-grants-2009_05 |