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Diethyl Ether → n-Ethyl-2-chloro-6-(1,1-dimethylethoxy)benzamide
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Diethyl Ether | HCID 3283 | — |
| 反応物 | N,N,N',N'-Tetramethylethylenediamine | HCID 8037 | — |
| 反応物 | Magnesium Bromide | HCID 82241 | — |
| 反応物 | 2-chloro-N-ethylbenzamide | HCID 347962 | — |
| 反応物 | t-Butylperoxy benzoate | HCID 21744378 | — |
| 反応物 | CID 53628100 | HCID 178418400 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 生成物 | n-Ethyl-2-chloro-6-(1,1-dimethylethoxy)benzamide | HCID 18630260 | 33.2% |
反応手順
To a solution of the compound of Example f (3.7 g, 20 mmol) and TMEDA (6.0 mL, 40 mmol) in anhydrous THF (100 mL) at -78° C. under nitrogen was added dropwise 1.3M s-BuLi (34 mL, 44 mmol). After 30 min MgBr2.Et2O (15.5 g, 60 mmol) was added, and the solution was warmed to ambient temperature, then cooled to -78° C. and stirred for 1 h. t-Butylperoxy benzoate (4.3 g, 22 mmol) was added, and the solution was warmed to -30° C. and worked up in the usual manner. Purification by HPLC with 3:17 ethyl acetate/hexanes gave 1.7 g of the desired compound as a white solid, a yield of 33%. m.p. 126-127° C.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US06133252 |
| 出典データセット | uspto-grants-2000_10 |
| ORD ID | ord-f9a294bb80e04efd8c8f861f64633f16 |
| 出典メモ | uspto-grants-2000_10 |