HuagongsheHuagongshe Chemistry Print Report · For research reference only
Magnesium → 1-(2-Fluoro-3-(4-fluoro-3-phenoxyphenyl)prop-1-enyl)-1-(3,4-methylenedioxyphenyl)cyclopropane
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Magnesium | HCID 5462224 | — |
| Reactant | Benzene, 4-bromo-1-fluoro-2-phenoxy- | HCID 11076399 | — |
| Reactant | 1-(3-Acetoxy-2-fluoroprop-1-enyl)-1-(3,4-methylenedioxyphenyl)cyclopropane | HCID 54149588 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 1-(2-Fluoro-3-(4-fluoro-3-phenoxyphenyl)prop-1-enyl)-1-(3,4-methylenedioxyphenyl)cyclopropane | HCID 53936803 | 26% |
Reaction Steps
The method of Example 25 was repeated using a Grignard reagent, prepared from 4-fluoro-3-phenoxyphenyl bromide (0.313 g), tetrahydrofuran. (2 ml) and magnesium (24 mg) and 1-(3-acetoxy-2-fluoroprop-1-enyl)-1-(3,4-methylenedioxyphenyl) cyclopropane (Example 22) (0.138 g). The residue after evaporation was purified by preparative thin layer chromatography (solvent: diethyl ether/hexane; 1:9) to afford 1-(2-fluoro-3-(4-fluoro-3-phenoxyphenyl)prop-1-enyl)-1-(3,4-methylenedioxyphenyl)cyclopropane (52 mg, 26%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05763700 |
| Source dataset | uspto-grants-1998_06 |
| ORD ID | ord-fd39ae6dd896459a851fe5473ad6e4f8 |
| Source note | uspto-grants-1998_06 |