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Water → Ethyl 3-(4-fluorophenyl)acrylate
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Water | HCID 962 | — |
| 反応物 | Triethyl phosphonoacetate | HCID 13345 | — |
| 反応物 | 4-Fluorobenzaldehyde | HCID 68023 | — |
| 反応物 | Ethanol sodium ethoxide | HCID 23706232 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 生成物 | Ethyl 3-(4-fluorophenyl)acrylate | HCID 5373059 | 91% |
反応手順
4-Fluorobenzaldehyde (9.61 g, 80.0 mmol) in tetrahydrofuran (120 mL) was mixed with ethyl 2-(diethoxyphosphoryl)acetate (17.9 g, 80.0 mmol) under cooling with ice, and then sodium ethoxide-ethanol solution (21 wt %, 44.8 mL, 120 mmol) was added dropwise to the reaction mixture under cooling with ice, and the resulting reaction mixture was stirred at room temperature for 2 hours. After addition of water, the reaction mixture was extracted with ethyl acetate, and the organic layer dried over anhydrous sodium sulfate and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (hexane/ethyl acetate=20/1→10/1 (v/v)) to give the title compound as a colorless oil (14.1 g, yield 91%).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US09216999B2 |
| 出典データセット | uspto-grants-2015_12 |
| ORD ID | ord-a09054b200b64d068416ddf3a74431a4 |
| 出典メモ | uspto-grants-2015_12 |