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Sodium Carbonate → 2-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-3-(2-vinyl-phenyl)-propionic acid
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Sodium Carbonate | HCID 10340 | — |
| 反応物 | N-Carbethoxyphthalimide | HCID 31187 | — |
| 反応物 | 2-Amino-3-(2-vinylphenyl)propanoic acid | HCID 18612515 | — |
| 溶媒 | Water | HCID 962 | — |
| 生成物 | 2-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-3-(2-vinyl-phenyl)-propionic acid | HCID 18612516 | 60.1% |
反応手順
Dissolve 2-amino-3-(2-vinyl-phenyl)-propionic acid (3.40 g) in water (75 mL) and add sodium carbonate (1.97 g, 18.6 mmol) and N-carbethoxyphthalimide (2.81 g, 12.8 mmol). Stir for 2.5 hours, wash with methylene chloride (200 mL), acidify to pH 1 with cold concentrated hydrochloric acid and extract with ethyl acetate (3×200 mL), dry (Na2SO4), evaporate the solvent in vacuo and purify by silica gel chromatography (1:1:2% hexane/ethyl acetate/acetic acid) followed by recrystallization (isopropranol) to give the title compound as a pale yellow solid (2.47 g).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US05731306 |
| 出典データセット | uspto-grants-1998_03 |
| ORD ID | ord-327356c7969544e4a2e0c6dd10bf0943 |
| 出典メモ | uspto-grants-1998_03 |