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4-Hydroxybenzaldehyde → 4-(2,2,3,3,3-Pentafluoropropoxy)benzaldehyde
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | 4-Hydroxybenzaldehyde | HCID 126 | — |
| 反応物 | Potassium Carbonate | HCID 11430 | — |
| 反応物 | 2,2,3,3,3-Pentafluoropropyl p-Toluenesulfonate | HCID 2776017 | — |
| 溶媒 | Dimethylformamide | HCID 6228 | — |
| 溶媒 | Ethyl Acetate | HCID 8857 | — |
| 生成物 | 4-(2,2,3,3,3-Pentafluoropropoxy)benzaldehyde | HCID 86613442 | 30.2% |
反応手順
A solution of 4-hydroxybenzaldehyde (2 g, 16.7 mmol) in DMF (33 mL) was stirred as solid potassium carbonate (4.1 g, 29.7 mmol) was added, and the reaction mixture was then stirred at RT. After 30 min, solid 2,2,3,3,3-pentafluoropropyl 4-methylbenzenesulfonate (5 g, 16.4 mmol) was added into the reaction mixture. The mixture was stirred and heated at 100° C. for 7 h. The reaction mixture was allowed to cool, diluted with ethyl acetate, washed with water (3×) and brine, and concentrated. Purification by flash chromatography on silica gel using a gradient of ethyl acetate in hexane afforded 4-(2,2,3,3,3-pentafluoropropoxy)benzaldehyde (1.26 g).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07737145B2 |
| 出典データセット | uspto-grants-2010_06 |
| ORD ID | ord-6643a3580d464da8982c76918c38200a |
| 出典メモ | uspto-grants-2010_06 |