関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | 1-Methylimidazole | HCID 1390 | — |
| 反応物 | Palmitoyl chloride | HCID 8206 | — |
| 反応物 | Triethylamine | HCID 8471 | — |
| 反応物 | Ethyl acetamidoacetate | HCID 74702 | — |
| 触媒 | Titanium Tetrachloride | HCID 24193 | — |
| 溶媒 | Water | HCID 962 | — |
| 溶媒 | Toluene | HCID 1140 | — |
| 生成物 | Ethyl 2-acetylamino-3-oxooctadecanoate | HCID 86638484 | 66.2% |
反応手順
A toluene solution (33.0 ml) of N-acetylglycine ethyl ester (1.00 g, 6.89 mmol) and N-methylimidazole (679 mg, 8.27 mmol) was cooled to −20° C., and palmitoyl chloride (1.89 g, 6.89 mmol) was added thereto in nitrogen atmosphere. After the mixture was stirred for 30 minutes at the same temperature, titanium tetrachloride (4.57 mg, 24.12 mmol) and triethylamine (2.79 g, 27.56 mmol) were added thereto. The resulting mixture was stirred for 2 hours at −20° C. Water (20 mL) was added thereto, and the mixture was heated to room temperature, and the organic layer was separated. It was confirmed by comparative analysis with sample product using HPLC that the organic layer contained 1.75 g of the title compound (yield: 66%).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 特許番号 | US08207370B2 |
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| 出典データセット | uspto-grants-2012_06 |
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| ORD ID | ord-0a19c46d04e844ffb7ec9fc4f180016d |
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| 出典メモ | uspto-grants-2012_06 |
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