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1,1,1-Trifluoro-2,4-pentanedione → 2-Fluoro-5-[5-methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl]benzonitrile
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | 1,1,1-Trifluoro-2,4-pentanedione | HCID 73943 | — |
| 反応物 | 4-Fluoro-3-cyanophenylhydrazine tin chloride | HCID 68805662 | — |
| 溶媒 | Ethanol | HCID 702 | — |
| 生成物 | 2-Fluoro-5-[5-methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl]benzonitrile | HCID 22280779 | 56% |
反応手順
To a suspension of 4-fluoro-3-cyanophenylhydrazine tin chloride (20 g, 53.6 mmol) in ethanol (150 mL) was added 1,1,1-trifluoro-2,4-pentanedione (8.18 g, 53.6 mmol). The reaction was brought to reflux overnight. The next day the ethanol was evaporated and the residue partitioned between ethyl acetate and HCl (1 N). The aqueous phase was extracted with ethyl acetate (4×20 mL). The organic phase is washed with water, brine, dried over sodium sulfate, filtered and concentrated. Flash chromatography gave 1-(4-fluoro-3-cyanophenyl)-3-trifluoromethyl-5-methylpyrazole (8 g, 56% yield) as pure compound: MS (CI): 270 (M+H)+ (100%).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US06958356B2 |
| 出典データセット | uspto-grants-2005_10 |
| ORD ID | ord-51afd9657ee34fc289241c983d2f6199 |
| 出典メモ | uspto-grants-2005_10 |