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Ethyl benzoate → 1-Phenyl-2-(thiazol-2-yl)ethanone
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Ethyl benzoate | HCID 7165 | — |
| 反応物 | Ethyl Acetate | HCID 8857 | — |
| 反応物 | 2-Methylthiazole | HCID 77129 | — |
| 反応物 | Butyllithium | HCID 178418339 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 生成物 | 1-Phenyl-2-(thiazol-2-yl)ethanone | HCID 17887047 | 17% |
反応手順
To a solution of 2-methylthiazole (500 mg, 5.1 mmol) in anhydrous THF (10 mL) at −78° C. under nitrogen was added dropwise n-BuLi (2.5 mol/L, 2.0 mL), after being stirred at this temperature for 1 hour, a solution of ethyl benzoate (1.1 g, 7.3 mmol) in anhydrous THF (5 mL) was added, and the reaction mixture was stirred at room temperature overnight. When TLC (PE:EtOAc=7:1) indicated that the starting materials were consumed, water was added to quench the reaction, and the aqueous layer extracted with EtOAc (10 mL×3). The combined organic layer was washed with brine (10 mL), dried over Na2SO4, filtered, concentrated, and purified by column chromatography (PE:EtOAc=15:1) to afford Intermediate 3 as a yellow oil (170 mg, yield: 17.0%).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08741915B2 |
| 出典データセット | uspto-grants-2014_06 |
| ORD ID | ord-80d7ee6addf34ef69dbb850eebd5c724 |
| 出典メモ | uspto-grants-2014_06 |