HuagongsheHuagongshe Chemistry Print Report · For research reference only
3-Bromodiphenyl ether → 1-(2,4-Difluorophenyl)-1-(2-fluoro-3-(3-phenoxyphenyl)prop-1-enyl)cyclopropane
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3-Bromodiphenyl ether | HCID 96165 | — |
| Reactant | Magnesium | HCID 5462224 | — |
| Reactant | 1-(3-Acetoxy-2-fluoroprop-1-enyl)-1-(2,4-difluorophenyl)cyclopropane | HCID 54249341 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 1-(2,4-Difluorophenyl)-1-(2-fluoro-3-(3-phenoxyphenyl)prop-1-enyl)cyclopropane | HCID 19083334 | 56.8% |
Reaction Steps
The method of Example 25 was repeated using a Grignard reagent, prepared from 3-phenoxyphenyl bromide (0.28 g), tetrahydrofuran (2 ml), magnesium (22 mg) and 1-(3-acetoxy-2-fluoroprop-1-enyl)-1-(2,4-difluorophenyl)cyclopropane (Example 23) (0.1 g). 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: C8; solvent: methanol; flow rate: 2 ml/min) to afford 1-(2,4-difluorophenyl)-1-(2-fluoro-3-(3-phenoxyphenyl)prop-1-enyl)cyclopropane (80 mg, 56%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05763700 |
| Source dataset | uspto-grants-1998_06 |
| ORD ID | ord-f4ca914938514918838752210417a03e |
| Source note | uspto-grants-1998_06 |