Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Citric Acid | HCID 311 | — |
| Edukt | 2-Bromo-6-methoxynaphthalene | HCID 78786 | — |
| Edukt | 1-(triphenylmethyl)-1H-imidazole-4-carbaldehyde | HCID 618233 | — |
| Edukt | Butyllithium | HCID 178418339 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Lösungsmittel | Hexane | HCID 8058 | — |
| Produkt | HCID 178487492 | HCID 178487492 | — |
Reaktionsschritte
2-Bromo-6-methoxynaphthalene (30 g) was dissolved in THF (400 ml) and cooled to −78° C. A solution (1.6 M; 99 ml) of n-butyl lithium in hexane was added dropwise, and the mixture was stirred at −78° C. for 30 min. A solution (300 ml) of 4-formyl-1-trityl-1H-imidazol (38.9 g) in THF was slowly added dropwise. After stirring at −78° C. for 30 min, the reaction mixture was poured into 3% aqueous citric acid solution (600 ml). The organic layer was separated and the aqueous layer was extracted with ethyl acetate. The organic layer was combined and the mixture was washed with saturated brine, dried and concentrated. The residue was washed with ethyl acetate to give the title compound (35.0 g) as a colorless solid.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US06800778B1 |
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| Quelldatensatz | uspto-grants-2004_10 |
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| ORD ID | ord-20e5d771f14d45b690271d4c31551114 |
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| Quellennotiz | uspto-grants-2004_10 |
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