HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Phenol → 6-[(1E)-1-(4-tert-butylphenyl)-3-phenoxyprop-1-en-1-yl]-3-chloro-2-methoxypyridine
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Phenol | HCID 996 | — |
| Edukt | Tributylphosphine | HCID 13831 | — |
| Edukt | (2E)-3-(4-tert-Butylphenyl)-3-(5-chloro-6-methoxypyridin-2-yl)prop-2-en-1-ol | HCID 58452849 | — |
| Lösungsmittel | Tetrahydrofuran | HCID 8028 | — |
| Produkt | 6-[(1E)-1-(4-tert-butylphenyl)-3-phenoxyprop-1-en-1-yl]-3-chloro-2-methoxypyridine | HCID 67399654 | 87% |
Reaktionsschritte
N,N,N′,N′-Tetramethylazodicarbodiimide (104 mg) was added to a solution of (2E)-3-(4-tert-butylphenyl)-3-(5-chloro-6-methoxypyridin-2-yl)prop-2-en-1-ol obtained in Reference Example 4-4 (199 mg), phenol (63 mg) and tributylphosphine (189 mg) in tetrahydrofuran (4 mL) under ice-cooling, and the mixture was stirred at room temperature for 20 hours. The solvent was evaporated from the reaction solution under reduced pressure. The residue was purified by silica gel column chromatography (hexane:ethyl acetate=19:1) to give 6-[(1E)-1-(4-tert-butylphenyl)-3-phenoxyprop-1-en-1-yl]-3-chloro-2-methoxypyridine as a yellow oil (212 mg, 87%).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US08822503B2 |
| Quelldatensatz | uspto-grants-2014_09 |
| ORD ID | ord-696dd793e7c5416aab80ddcb33fad528 |
| Quellennotiz | uspto-grants-2014_09 |