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Sodium Carbonate → (R)-2-morpholino-2-phenylacetic acid
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Sodium Carbonate | HCID 10340 | — |
| 反応物 | Bis(2-bromoethyl) ether | HCID 21521 | — |
| 反応物 | Phenylglycine, D- | HCID 70134 | — |
| 溶媒 | Ethanol | HCID 702 | — |
| 生成物 | (R)-2-morpholino-2-phenylacetic acid | HCID 1090521 | — |
反応手順
To (R)-2-amino-2-phenylacetic acid (1.0 g, 6.62 mmol), 1-bromo-2-(2-bromoethoxy)ethane (1.686 g, 0.727 mmol) and sodium carbonate (2.103 g, 19.85 mmol) was added ethanol (40 mL) and the resultant mixture heated at 100° C. for 45 hours. After cooling, the resultant solid was removed by filtration and washed with ethanol. The filtrate was concentrated, and then dissolved in ethanol then a solution of 4N aqueous hydrochloric acid added until the pH of the solution was 3. The resultant solid was removed and discarded. The filtrate was concentrated and purified by reversed phase chromatography (C18), eluting with 10-100% acetonitrile in water (0.1% TFA) to give the title compound. MS (ESI) m/z 222 (MA)+.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US09278922B2 |
| 出典データセット | uspto-grants-2016_03 |
| ORD ID | ord-af592f40ecca472c9bb07c6e1b03dfa4 |
| 出典メモ | uspto-grants-2016_03 |