HuagongsheHuagongshe Chemistry Print Report · For research reference only
Magnesium → 4-(4-Ethoxyphenyl)-2-fluoro-1-(4-fluoro-3-phenoxyphenyl)-4-methylpent-2-ene
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Magnesium | HCID 5462224 | — |
| Reactant | Benzene, 4-bromo-1-fluoro-2-phenoxy- | HCID 11076399 | — |
| Reactant | 4-(4-Ethoxyphenyl)-2-fluoro-4-methylpent-2-enyl acetate | HCID 54305003 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 4-(4-Ethoxyphenyl)-2-fluoro-1-(4-fluoro-3-phenoxyphenyl)-4-methylpent-2-ene | HCID 53924188 | 20.6% |
Reaction Steps
The method of Example 16 was repeated using a Grignard reagent, prepared from 4-fluoro-3-phenoxyphenyl bromide (0.28 g), tetrahydrofuran (2 ml) and magnesium (20 mg), and 4-(4-ethoxyphenyl)-2-fluoro-4-methylpent-2-enyl acetate (Example 14) (60 mg). The residue after evaporation was purified by preparative thin layer chromatography (solvent: diethyl ether/hexane; 1:9) and then preparative high performance liquid chromatography (column: C18: solvent: 5% water in methanol; flow rate: 3 ml/min) to give the title compound (18 mg, 20%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05880162 |
| Source dataset | uspto-grants-1999_03 |
| ORD ID | ord-7e2cdfb06bef41c2bdd76a5eeef3fcc3 |
| Source note | uspto-grants-1999_03 |