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Hydrochloric Acid → 4-Cyclopentyl-3-(trifluoromethyl)benzonitrile
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Hydrochloric Acid | HCID 313 | — |
| 反応物 | N-methyl-2-pyrrolidone | HCID 13387 | — |
| 反応物 | 4-Chloro-3-(trifluoromethyl)benzonitrile | HCID 2736474 | — |
| 反応物 | HCID 178419650 | HCID 178419650 | — |
| 触媒 | Iron (III) acetylacetonate | HCID 11110968 | — |
| 溶媒 | Diethyl Ether | HCID 3283 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 生成物 | 4-Cyclopentyl-3-(trifluoromethyl)benzonitrile | HCID 59214434 | — |
反応手順
To a solution of 4-chloro-3-(trifluoromethyl)benzonitrile (1.5 g), iron (III) acetylacetonate (130 mg), and 1-methylpyrrolidin-2-one (4 mL) in THF (45 mL) was added a 1 M solution of cyclopentyl magnesium bromide in THF (8.8 mL) at 5° C., followed by stirring at room temperature for 0.5 hours and diluting with diethylether. 1 M hydrochloric acid was slowly added thereto, followed by extraction with EtOAc. The organic layer was washed with brine, dried over MgSO4, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (hexane:EtOAc=100:0 to 95:5) to obtain 4-cyclopentyl-3-(trifluoromethyl)benzonitrile (367 mg) as a white solid.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08193378B2 |
| 出典データセット | uspto-grants-2012_06 |
| ORD ID | ord-35b866f798f740aebaad3a0c86cb4316 |
| 出典メモ | uspto-grants-2012_06 |