HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Toluene → 5-(3,5-Dimethylphenylthio)-4-isopropyl-1-[2-(1-methoxycyclopentyloxy)ethoxymethyl]-2-methyl-1H-imidazole
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Toluene | HCID 1140 | — |
| Edukt | 1-Methoxycyclopentene | HCID 136835 | — |
| Edukt | 2-[5-(3,5-Dimethyl-phenylsulfanyl)-4-isopropyl-2-methyl-imidazol-1-ylmethoxy]-ethanol | HCID 478180 | — |
| Edukt | p-Toluenesulfonic acid monohydrate | HCID 521998 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Lösungsmittel | Triethylamine | HCID 8471 | — |
| Produkt | 5-(3,5-Dimethylphenylthio)-4-isopropyl-1-[2-(1-methoxycyclopentyloxy)ethoxymethyl]-2-methyl-1H-imidazole | HCID 15887184 | 81% |
Reaktionsschritte
A solution of the compound 1 (33.4 mg, 0.1 mmol) and p-toluenesulfonic acid hydrate (20.4 mg, 0.108 mmol) in a mixture of methylene chloride (1 mL) -toluene (0.1 mL) was concentrated under reduced pressure. Trhe obtained residue was dissolved in methylene chloride (1 mL), to which was added 1-methoxycyclopentene (98.5 mg, 1 mmol), and the mixture was stirred for 2 hours. Triethylamine was added to the reaction mixture, and the mixture was concentrated under reduced pressure. The residue was purified by chromatography on an alumina column (eluate: hexane - ethyl acetate (2:1)) to give the same compound 2 (35 mg, 81 %) as the Example 1.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US06054591 |
| Quelldatensatz | uspto-grants-2000_04 |
| ORD ID | ord-58c3d984846e47e9a72096e01ed8c5c1 |
| Quellennotiz | uspto-grants-2000_04 |