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Acetic Acid → Ethyl 2-benzyl-3-oxopropanoate
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Acetic Acid | HCID 176 | — |
| 反応物 | Ethyl formate | HCID 8025 | — |
| 反応物 | Ethyl 3-phenylpropionate | HCID 16237 | — |
| 反応物 | Sodium hydride | HCID 24758 | — |
| 溶媒 | 1,2-Dimethoxyethane | HCID 8071 | — |
| 生成物 | Ethyl 2-benzyl-3-oxopropanoate | HCID 562571 | 100% |
反応手順
To a suspension of NaH (2.338 g, 58.5 mmol) in DME (20 mL) was added dropwise a solution of ethyl 3-phenylpropanoate (3.2 g, 19.49 mmol) and ethyl formate (6.28 mL, 78 mmol) in DME (20 mL) at room temperature. The reaction mixture was then stirred overnight. It was neutralized with acetic acid (4 mL), then extracted with EtOAc. The organic phase was collected, washed with brine, dried over Na2SO4, filtered, and concentrated affording the crude title compound (4.02 g, 100% yield). LCMS: rt=2.82 and 3.51 min (a mixture of ketone and enol isomer), [M+H+]=207.1
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08637536B2 |
| 出典データセット | uspto-grants-2014_01 |
| ORD ID | ord-d27c5f8e2b6a479abcff3ee799673c13 |
| 出典メモ | uspto-grants-2014_01 |