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Methyl Benzoate → 1-Phenyl-2-pyrazin-2-yl ethanone
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Methyl Benzoate | HCID 7150 | — |
| 反応物 | Diisopropylamine | HCID 7912 | — |
| 反応物 | 2-Methylpyrazine | HCID 7976 | — |
| 反応物 | Butyllithium | HCID 178418339 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 生成物 | 1-Phenyl-2-pyrazin-2-yl ethanone | HCID 520977 | 33.3% |
反応手順
To a mixture of diisopropyl-amine (1.29 g, 12.7 mmol) in anhydrous THF (10 mL) was added n-BuLi (2.5 M/L in hexane, 4.7 mL, 11.7 mmol) at −78° C., after being stirred for 30 minutes, a solution of 2-methylpyrazine (1 g, 10.6 mmol) in THF (5 mL) was added, and the mixture was stirred at −78° C. for 30 minutes, a solution of methyl benzoate (1.4 g, 10.6 mmol) in THF (5 mL) was added, and the mixture was stirred at this temperature for 3 hours. When TLC indicated that the starting material was consumed, the reaction mixture was diluted with EtOAc, and the mixture was washed with water and brine, and concentrated. The residue was purified by column chromatography (PE:EtOAc=30:1) to give Intermediate 26 (700 mg, yield 33.3%).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US09283229B2 |
| 出典データセット | uspto-grants-2016_03 |
| ORD ID | ord-c5a759b4d1374a8c838f7d6bfdea1b4a |
| 出典メモ | uspto-grants-2016_03 |