HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dichloromethane → 3-[(8-fluoro-6-methylphenanthridin-5(6H)-yl)sulfonyl]phenol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | Cyclohexene | HCID 8079 | — |
| Reactant | Boron tribromide | HCID 25134 | — |
| Reactant | 8-Fluoro-5-[(3-methoxyphenyl)sulfonyl]-6-methyl-5,6-dihydrophenanthridine | HCID 22482265 | — |
| Product | 3-[(8-fluoro-6-methylphenanthridin-5(6H)-yl)sulfonyl]phenol | HCID 9976353 | 77% |
Reaction Steps
The title compound was prepared from 8-fluoro-5-[(3-methoxyphenyl)sulfonyl]-6-methyl-5,6-dihydrophenanthridine (0.50 g, 1.3 mmol), cyclohexene (2.4 mL, 24 mmol), and 1 M boron tribromide in dichloromethane (7.8 mL, 7.8 mmol) according to the procedure and in the same manner as described in Example 47, Step b. The crude product was purified by flash column chromatography on silica gel, eluting with a mixture of ethyl acetate-hexane (1:4), followed by trituration from hexane, to yield 3-[(8-fluoro-6-methylphenanthridin-5(6H)-yl)sulfonyl]phenol as a homogeneous solid (0.37 g, 71%), m.p. 161° C.;
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06894061B2 |
| Source dataset | uspto-grants-2005_05 |
| ORD ID | ord-847732f1ef5c41d18951a69d66792943 |
| Source note | uspto-grants-2005_05 |