関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | Water | HCID 962 | — |
| 反応物 | 1,3-Dibromopropane | HCID 8001 | — |
| 反応物 | Sodium hydride | HCID 24758 | — |
| 反応物 | 4-(Trifluoromethoxy)phenylacetonitrile | HCID 142676 | — |
| 溶媒 | Dimethylformamide | HCID 6228 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 生成物 | 1-[4-(Trifluoromethoxy)phenyl]cyclobutanecarbonitrile | HCID 21902077 | 66.4% |
反応手順
A solution of 4-trifluoromethoxyphenylacetonitrile (38.9 g) and 1,3-dibromopropane (39.1 g) in tetrahydrofuran (50 ml) was added under argon to a stirred solution of 50% sodium hydride (19.2 g) in tetrahydrofuran (200 ml) and dimethylformamide (25 ml) at 25°-30° C. over 1 hour. The mixture was stirred at 20° C. for 1.5 hours, then at 30°-40° C. for 1 hour, then cooled and water added. The mixture was filtered and washed with ether. The organic layer was washed with water, dried over magnesium sulphate and the solvent removed by evaporation. The residue was distilled (b.p. 111°-117° C./10 mbar) to give 1-(4-trifluoromethoxyphenyl)cyclobutanecarbonitrile (30.98 g).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 特許番号 | US05519034 |
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| 出典データセット | uspto-grants-1996_05 |
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| ORD ID | ord-a510089955fd40b6a812525fcbad9149 |
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| 出典メモ | uspto-grants-1996_05 |
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