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Sulfuric Acid → 2-Methyl-3,4,6-trifluorobenzonitrile
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Sulfuric Acid | HCID 1118 | — |
| 反応物 | Potassium Cyanide | HCID 9032 | — |
| 反応物 | Ammonium Hydroxide | HCID 14923 | — |
| 反応物 | 3,4,6-Trifluoro-2-methylaniline | HCID 22625178 | — |
| 反応物 | Sodium Nitrite | HCID 23668193 | — |
| 触媒 | Copper Sulfate | HCID 24462 | — |
| 溶媒 | Water | HCID 962 | — |
| 生成物 | 2-Methyl-3,4,6-trifluorobenzonitrile | HCID 22625175 | 38.2% |
反応手順
To 2-methyl-3,4,6-trifluoroaniline (10.6 g) is added a mixture of conc. sulfuric acid (13.8 ml) and water (46 ml) and the mixture is cooled. Thereto an aqueous solution (20 ml) of sodium nitrite (5.5 g) is added dropwise at 0°-5° C. The solution is gradually added to a mixture of copper (II) sulfate 5 hydrate (41 g), potassium cyanide (43 g), ammonium hydroxide (60 ml) and water (260 ml) at 10°-30° C. The mixture is extracted with dichloromethane and the extract is dried over sodium sulfate, concentrated and the residue is purified with column chromatography (silica-gel, dichloromethane:n-hexane=1:4) to give 2-methyl-3,4,6-trifluorobenzonitrile (4.3 g).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US05723648 |
| 出典データセット | uspto-grants-1998_03 |
| ORD ID | ord-1e9ca78c8b7943d3b81ed784f0fbf2a2 |
| 出典メモ | uspto-grants-1998_03 |