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Potassium Carbonate → Ethyl (2S)-2-ethoxy-3-{4-[4-(4-nitrophenyl)butoxy]phenyl}propanoate
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Potassium Carbonate | HCID 11430 | — |
| 反応物 | Ethyl (2S)-2-ethoxy-3-(4-hydroxyphenyl)propanoate | HCID 9816147 | — |
| 反応物 | 4-(4-Nitrophenyl)butyl methanesulfonate | HCID 14729532 | — |
| 溶媒 | Acetonitrile | HCID 6342 | — |
| 生成物 | Ethyl (2S)-2-ethoxy-3-{4-[4-(4-nitrophenyl)butoxy]phenyl}propanoate | HCID 86613338 | 93% |
反応手順
(S)-2-Ethoxy-3-(4-hydroxyphenyl)propanoic acid ethyl ester (1.0 g, 4.197 mmol) and 4-(4-nitrophenyl)butyl methanesulfonate (1.204 g, 4.406 mmol) were mixed in acetonitrile (20 ml). Potassium carbonate (anhydrous, 870 mg, 6.295 mmol) was added. The mixture was heated to reflux overnight. It was then evaporated in vacuum. Water and ethyl acetate were added into the residue. The two phases were separated. The organic phase was washed with water and brine and dried with magnesium sulfate. The solvent was removed by evaporation in vacuum. Column chromatography of the residue on silica gel using ethyl acetate/heptane (25:75) as eluant gave the desired product (1.62 g), yield 93%.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07169810B2 |
| 出典データセット | uspto-grants-2007_01 |
| ORD ID | ord-ed1c017c29a641caa3214973ec92ce20 |
| 出典メモ | uspto-grants-2007_01 |