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Hydrochloric Acid → Ethyl 3-oxo-3-(thiophen-3-yl)propanoate
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Hydrochloric Acid | HCID 313 | — |
| 反応物 | Ethyl Acetate | HCID 8857 | — |
| 反応物 | Cyclohexylisopropylamine | HCID 62386 | — |
| 反応物 | 3-Thenoyl chloride | HCID 2776377 | — |
| 反応物 | Butyllithium | HCID 178418339 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 溶媒 | Sodium chloride; water | HCID 57417360 | — |
| 生成物 | Ethyl 3-oxo-3-(thiophen-3-yl)propanoate | HCID 10535956 | — |
反応手順
To a solution of N-isopropylcyclohexylamine (5.64 g) in THF (80 mL) cooled to -78° C. under nitrogen was added nBuLi (25 mL, 1.6M in hexane) and the mixture was stirred for 30 min. EtOAc (1.95 mL) was added and after a further 30 min., 3-thiophene carbonyl chloride (from Step 1) dissolved in 3 mL THF was added. After 30 min., 1N HCl (75 mL) was added followed by brine and EtOAc. The organic layer was separated, dried and concentrated. Purification by column chromatography (5% EtOAc/hexane) afforded the title compound as an oil.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US05424320 |
| 出典データセット | uspto-grants-1995_06 |
| ORD ID | ord-3fafb40f159e43c99b50e87fa2e6886b |
| 出典メモ | uspto-grants-1995_06 |