関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | Hydrochloric Acid | HCID 313 | — |
| 反応物 | Thiophenol | HCID 7969 | — |
| 反応物 | N,N,N',N'-Tetramethylethylenediamine | HCID 8037 | — |
| 反応物 | N-Methoxy-N-methylbenzamide | HCID 569575 | — |
| 反応物 | Butyllithium | HCID 178418339 | — |
| 溶媒 | Cyclohexane | HCID 8078 | — |
| 生成物 | 2-Mercaptobenzophenone | HCID 3499713 | 59.6% |
反応手順
To a solution of N,N,N',N'-tetramethylethylene diamine (4.4 g, 0.038 mol) and thiophenol (2 g, 0.018 mol) in cyclohexane (40 mL) was added dropwise n-butyllithium (24 mL, 0.038 mol) at room temperature. The suspension was stirred under nitrogen for 16 hours, followed by the dropwise addition of N-methoxy-N-methylbenzamide (3.39, 0.019 mol). After stirring for 20 minutes, the reaction mixture was added to cold aqueous HCl (1N). The product was partitioned between ethyl acetate and the acidic solution. The layers were separated and the organic portion was washed with brine, dried (Na2SO4), filtered, and the filtrate was concentrated in vacuo. The liquid obtained was purified using silica gel chromatography (75% hexane/25% ethyl acetate) to give 2.3 g of the title compound as a viscous yellow liquid.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 特許番号 | US05734081 |
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| 出典データセット | uspto-grants-1998_03 |
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| ORD ID | ord-206a6fa334884220975b99cf576fbf83 |
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| 出典メモ | uspto-grants-1998_03 |
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