HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Cyclohexene → 3-[(3,9-Difluoro-6-methylphenanthridin-5(6H)-yl)sulfonyl]phenol
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Cyclohexene | HCID 8079 | — |
| Edukt | Boron tribromide | HCID 25134 | — |
| Edukt | 3,9-Difluoro-5-[(3-methoxyphenyl)sulfonyl]-6-methyl-5,6-dihydrophenanthridine | HCID 22482326 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Produkt | 3-[(3,9-Difluoro-6-methylphenanthridin-5(6H)-yl)sulfonyl]phenol | HCID 22482314 | — |
Reaktionsschritte
The title compound was prepared from 3,9-difluoro-5-[(3-methoxyphenyl)sulfonyl]-6-methyl-5,6-dihydrophenanthridine (150 mg, 0.37 mmol), cyclohexene (757 μL, 7.5 mmol), and 1.0 M solution of boron tribromide in dichloromethane (2.24 mL) according to the procedure and in the same manner as described in Example 105, step e. The volatile components were removed in vacuo, and the crude residue was purified by preparative liquid chromatography on a Biotage® 40 Mi column of prepacked silica gel (90 g), eluting with a gradient of 5%-50% methyl tert-butyl ether in hexane, to afford the product (98 mg, 78%) as a solid, m.p. 167.2-173° C.;
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US06894061B2 |
| Quelldatensatz | uspto-grants-2005_05 |
| ORD ID | ord-32de366ab2a347afbee1827b2a7ef4a4 |
| Quellennotiz | uspto-grants-2005_05 |