関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | Hydrochloric Acid | HCID 313 | — |
| 反応物 | Triethylamine | HCID 8471 | — |
| 反応物 | 1-Adamantanecarbonyl chloride | HCID 98915 | — |
| 反応物 | Ethyl 2,2-difluoro-3-hydroxy-3-phenylpropanoate | HCID 11138943 | — |
| 溶媒 | Dichloromethane | HCID 6344 | — |
| 生成物 | 2-Ethoxycarbonyl-2,2-difluoro-1-phenylethyl 1-adamantanecarboxylate | HCID 117966692 | 97.8% |
反応手順
Ethyl 2,2-difluoro-3-hydroxy-3-phenylpropionate acid (9 g) prepared in Synthesis Example 1-4 and 1-adamantanecarbonyl chloride (9.5 g) were dissolved in methylene chloride (60 g), and a mixed solution of triethyl amine (6 g), 4-dimethyl aminopyridine (0.5 g) and methylene chloride (20 g) was dropped into the obtained solution under ice cooling. After aging overnight, 5% by mass hydrochloric acid was added to the product and quenched, and then the reaction solution was washed with water, and concentrated. Methylisobutyl ketone was added to the concentrated solution, and was concentrated again to obtain a target compound, or 1-adamantane carboxylic acid 2-ethoxycarbonyl-2,2-difluoro-1-phenyl-ethyl ester (15 g) as a colorless oily matter (yield: 68%).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 特許番号 | US09436083B2 |
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| 出典データセット | uspto-grants-2016_09 |
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| ORD ID | ord-b559aa3f57f942a1bb5d1fd0236eb0b3 |
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| 出典メモ | uspto-grants-2016_09 |
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