HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 4295Erstellt: 23. Oktober 2026
Water → 8-(2-Chlorobenzyloxy)-2-methylimidazo[1,2-a]pyridine
https://huagongshe.com/de/reaction/4295
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Water | HCID 962 | — |
| Edukt | 2-Chlorobenzyl chloride | HCID 11906 | — |
| Edukt | Sodium hydride | HCID 24758 | — |
| Edukt | 2-Methylimidazo[1,2-a]pyridin-8-ol | HCID 820953 | — |
| Lösungsmittel | Dimethyl Sulfoxide | HCID 679 | — |
| Produkt | 8-(2-Chlorobenzyloxy)-2-methylimidazo[1,2-a]pyridine | HCID 13825932 | 66,8% |
Reaktionsschritte
A 60% dispersion of sodium hydride in mineral oil (1.87 g) was added portionwise to a suspension of 8-hydroxy-2-methylimidazo[1,2-a]pyridine (6.3 g) in dimethyl sulfoxide (63 ml) at room temperature over a period of 15 minutes. After being stirred for 30 minutes, 2-chlorobenzyl chloride (7.54 g) was added in one portion to the mixture and then the resultant mixture was stirred for 24 hours at room temperature. The mixture was poured into water and the resulting precipitate was collected by filtration. The crude product was purified by column chromatography on silica gel (30 g) with methylene chloride as an eluent to afford a solid, which was recrystallized from a mixture of diethyl ether and n-hexane to give 8-(2-chlorobenzyloxy)-2-methylimidazo[1,2-a]pyridine (7.75 g).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US04725601 |
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| Quelldatensatz | uspto-grants-1988_02 |
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| ORD ID | ord-d1e537d445bf410db0fd0a5741375d9f |
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| Quellennotiz | uspto-grants-1988_02 |
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