HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dichloromethane → 4-[(2-bromo-6-methylphenanthridin-5(6H)-yl)sulfonyl]-2-fluorophenol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | Cyclohexene | HCID 8079 | — |
| Reactant | Boron tribromide | HCID 25134 | — |
| Reactant | 2-Bromo-5-[(3-fluoro-4-methoxyphenyl)sulfonyl]-6-methyl-5,6-dihydrophenanthridine | HCID 22482357 | — |
| Product | 4-[(2-bromo-6-methylphenanthridin-5(6H)-yl)sulfonyl]-2-fluorophenol | HCID 10095178 | 31.5% |
Reaction Steps
The title compound was prepared from 2-bromo-5-[(3-fluoro-4-methoxyphenyl)sulfonyl]-6-methyl-5,6-dihydrophenanthridine (0.5 g, 1.08 mmol), cyclohexene, (0.27 mL, 3.58 mmol), and 1.0 M boron tribromide in dichloromethane (6.49 mL, 6.49 mmol) according to the procedure and in the same manner as described in Example 4, step b. The crude product was purified by re-crystallization from dichloromethane to yield 4-[(2-bromo-6-methylphenanthridin-5(6H)-yl)sulfonyl]-2-fluorophenol (0.15 g, 0.34 mmol, 31%) as an off-white solid, m.p. 203-206° C.;
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06894061B2 |
| Source dataset | uspto-grants-2005_05 |
| ORD ID | ord-31e9ee2f557a45828fcc1a723df7ea63 |
| Source note | uspto-grants-2005_05 |