참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | N,N,N',N'-Tetramethylethylenediamine | HCID 8037 | — |
| 반응물 | Cyclohexane | HCID 8078 | — |
| 반응물 | Trimethyltin chloride | HCID 14016 | — |
| 반응물 | 2-Chloro-N,N-diethylbenzamide | HCID 82566 | — |
| 반응물 | CID 53628100 | HCID 178418400 | — |
| 용매 | Diethyl Ether | HCID 3283 | — |
| 용매 | Tetrahydrofuran | HCID 8028 | — |
| 생성물 | HCID 18630059 | HCID 18630059 | 81% |
반응 단계
1.3M s-BuLi in cyclohexane (4.8 mL, 6.2 mmol) was added dropwise to a -78° C. cooled solution of the compound of Example e (1.0 g, 4.7 mmol) and TMEDA (930 μL, 6.2 mmol) in THF (15 mL). The resulting yellow mixture was stirred at -78° C. for 45 min, then was quenched by the dropwise addition of trimethyltin chloride (1.41 g, 7.1 mmol) in THF (5 mL), maintaining the internal reaction temperature ≤-65° C. The resulting green solution was warmed to RT to afford a yellow solution which was diluted with ether and extracted twice with aq 10% HCl, and once with sat aq NaHCO3. The ether solution was dried (MgSO4), concentrated, and purified by HPLC with 1:4 ethyl acetate/hexanes to afford 1.37 g of the title compound, an 81% yield, as a colorless oil.
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 특허 번호 | US06133252 |
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| 출처 데이터셋 | uspto-grants-2000_10 |
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| ORD ID | ord-0aa593292a3e4a458ab623fa83e7dedb |
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| 출처 메모 | uspto-grants-2000_10 |
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