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Phenol → Phenyl 2-cyanobenzoate
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Phenol | HCID 996 | — |
| 反応物 | Triethylamine | HCID 8471 | — |
| 反応物 | 2-Cyanobenzoic acid | HCID 138061 | — |
| 反応物 | PyBOP | HCID 2724699 | — |
| 溶媒 | Water | HCID 962 | — |
| 溶媒 | Dimethylformamide | HCID 6228 | — |
| 生成物 | Phenyl 2-cyanobenzoate | HCID 23144259 | 90.8% |
反応手順
2-Cyanobenzoic acid (1.00 g, 6.80 mmol), phenol (576 mg, 6.12 mmol) and PyBOP (3.90 g, 7.48 mmol) were dissolved in DMF (12 mL), and triethylamine (2.10 mL, 15.0 mmol) was added thereto, followed by stirring at room temperature for 4 hours. The reaction mixture was poured into water, followed by extraction with ethyl acetate. The organic layer was washed successively with a saturated aqueous solution of sodium hydrogencarbonate and a saturated aqueous solution of sodium chloride and dried over anhydrous magnesium sulfate, and then the solvent was distilled away under reduced pressure. The resulting residue was purified through silica gel column chromatography (hexane:ethyl acetate=3:2) to afford phenyl 2-cyanobenzoate (1.24 g, 82%).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07880013B2 |
| 出典データセット | uspto-grants-2011_02 |
| ORD ID | ord-7d297e5eddc842c4b71e8cb051382c4a |
| 出典メモ | uspto-grants-2011_02 |