HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Sulfuric Acid → [5-[2-[4-(5-Methyl-2-phenyl-4-oxazolyl)methoxyphenyl]ethyl]-2-phenyl-4-oxazolyl]methanol
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Sulfuric Acid | HCID 1118 | — |
| Edukt | 5-[2-[4-(5-Methyl-2-phenyl-4-oxazolyl)methoxyphenyl]ethyl]-4-methoxymethoxymethyl-2-phenyloxazole | HCID 9936140 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Produkt | [5-[2-[4-(5-Methyl-2-phenyl-4-oxazolyl)methoxyphenyl]ethyl]-2-phenyl-4-oxazolyl]methanol | HCID 69217381 | 59% |
Reaktionsschritte
A mixture of 5-{2-[4-(5-methyl-2-phenyl-1,3-oxazol-4-yl)methoxyphenyl]ethyl}-4-methoxymethoxymethyl-2-phenyloxazole (3.80 g), 10% sulfuric acid (10 mL) and tetrahydrofuran (100 mL) was refluxed for 2 hrs and concentrated. Ethyl acetate was poured into the residue, and the mixture was washed with saturated brine, dried over anhydrous magnesium sulfate and concentrated. The residue was subjected to silica gel column chromatography to give (5-{2-[4-(5-methyl-2-phenyl-1,3-oxazol-4-yl)methoxyphenyl]ethyl}-2-phenyl-1,3-oxazol-4-yl)methanol as colorless crystals (2.03 g, yield 59%) from a fraction eluted with ethyl acetate-hexane (1:2, v/v). The crystals were recrystallized from ethyl acetate-hexane. melting point: 142-143° C.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US07368578B2 |
| Quelldatensatz | uspto-grants-2008_05 |
| ORD ID | ord-99bea4ba3d1c42fe8b53f4f282e1abc0 |
| Quellennotiz | uspto-grants-2008_05 |