참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | Sodium Carbonate | HCID 10340 | — |
| 반응물 | Lithium Chloride | HCID 433294 | — |
| 반응물 | 4-(Triethylsilyl)-3-butyn-1-ol | HCID 2760694 | — |
| 반응물 | 5-Chloro-2-iodo-4-methylaniline | HCID 58475405 | — |
| 촉매 | Palladium Chloride | HCID 24290 | — |
| 촉매 | Ferrocene-1,1'-bis-(diphenylphosphine) | HCID 635956 | — |
| 용매 | Dimethylformamide | HCID 6228 | — |
| 생성물 | 2-(6-chloro-5-methyl-2-(triethylsilyl)-1H-indol-3-yl)ethanol | HCID 66832034 | 79.2% |
반응 단계
5-Chloro-2-iodo-4-methylaniline (1.50 g; 5.61 mmol), 4-(triethylsilyl)but-3-yn-1-ol (2.36 mL; 11.22 mmol), bis(diphenylphosphino)ferrocene]palladium(II) chloride (0.229 g; 0.280 mmol), lithium chloride (0.237 g; 5.61 mmol) and sodium carbonate (1.19 g; 11.22 mmol) were suspended in DMF (14 mL) and the mixture was stirred at 100° C. for 15 hours. The solution was concentrated under reduced pressure and diluted in ethyl acetate. The organic layer was successively washed with brine, sodium thiosulfate, dried and concentrated under reduced pressure. The crude residue was purified by flash chromatography on silica gel (eluent 2 to 20% ethyl acetate in heptane) to afford 1.44 g (79%) of the title compound as a brown oil.
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 특허 번호 | US09266832B2 |
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| 출처 데이터셋 | uspto-grants-2016_02 |
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| ORD ID | ord-ee49a50d6c294683bf745121c4d41c47 |
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| 출처 메모 | uspto-grants-2016_02 |
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