HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
3-Phenylphenol → (+/-)cis-1-(3-Phenylphenoxy)-2-tert-butoxycarbonylaminoindane
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | 3-Phenylphenol | HCID 11381 | — |
| Edukt | (+/-)N-tert-butoxycarbonyl-1,2-iminoindane | HCID 53697243 | — |
| Katalysator | Benzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1) | HCID 466102 | — |
| Lösungsmittel | Chloroform | HCID 6212 | — |
| Produkt | (+/-)cis-1-(3-Phenylphenoxy)-2-tert-butoxycarbonylaminoindane | HCID 18661288 | 35,2% |
Reaktionsschritte
A solution of (±) N-tert-butoxycarbonyl-1,2-iminoindane (5 g, 22 mmol), 3-phenylphenol (3.75 g, 22 mmol) and pyridinium p-toluenesulfonate (114 mg) in chloroform (150 ml) was heated at reflux for 2 h. On cooling, the solution was washed sequentially with 10% aq. NaOH, water and then brine. After drying over MgSO4, solvents were removed in vacuo and the resultant brown oil subjected to column chromatography on silica gel eluting with 20% diethyl ether in hexanes to afford the title compound (3.11 g).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US05773463 |
| Quelldatensatz | uspto-grants-1998_06 |
| ORD ID | ord-0d7356f31b0e4926a84c0558edaa34b6 |
| Quellennotiz | uspto-grants-1998_06 |