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3-Bromodiphenyl ether → 1-(2-Fluoro-3-(3-phenoxyphenyl)prop-1-enyl)-1-(4-trifluoromethoxyphenyl) cyclopropane
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | 3-Bromodiphenyl ether | HCID 96165 | — |
| 反応物 | Magnesium | HCID 5462224 | — |
| 反応物 | 1-(3-Acetoxy-2-fluoroprop-1-enyl)-1-(4-trifluoromethoxyphenyl)cyclopropane | HCID 54241993 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 生成物 | 1-(2-Fluoro-3-(3-phenoxyphenyl)prop-1-enyl)-1-(4-trifluoromethoxyphenyl) cyclopropane | HCID 19083357 | 26.7% |
反応手順
The method of Example 25 was repeated using a Grignard reagent, prepared from 3-phenoxyphenyl bromide (0.16 g), tetrahydrofuran (2 ml) and magnesium (17 mg) and 1-(3-acetoxy-2-fluoroprop-1-enyl)-1-(4-trifluoromethoxyphenyl)cyclopropane (Example 19) (0.128 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: 3 ml/min) to afford 1-(2-fluoro-3-(3-phenoxyphenyl)prop-1-enyl)-1-(4-trifluoromethoxyphenyl) cyclopropane (46 mg, 25%).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US05763700 |
| 出典データセット | uspto-grants-1998_06 |
| ORD ID | ord-fcb0ac3952fb46ff9f5b7b933c501b91 |
| 出典メモ | uspto-grants-1998_06 |