HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cyclohexene → HCID 22482302, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cyclohexene | HCID 8079 | — |
| Reactant | Boron tribromide | HCID 25134 | — |
| Reactant | 3-Fluoro-5-[(3-methoxyphenyl)sulfonyl]-6-methyl-5,6-dihydrophenanthridine | HCID 22482257 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 22482302 | HCID 22482302 | 30% |
Reaction Steps
The title compound was prepared from 3-fluoro-5-[(3-methoxyphenyl)sulfonyl]-6-methyl-5,6-dihydrophenanthridine (350 mg, 0.91 mmol), cyclohexene (1.85 mL, 18 mmol), and 1.0 M solution of boron tribromide in dichloromethane (5.5 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 30%-50% methyl tert-butyl ether in hexane, to afford the desired compound (77 mg, 30%) as a solid, m.p. 164-167° C.;
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06894061B2 |
| Source dataset | uspto-grants-2005_05 |
| ORD ID | ord-829b066545884b5f81e34e2b25aacc63 |
| Source note | uspto-grants-2005_05 |