참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | 2-Bromotoluene | HCID 7236 | — |
| 반응물 | 2-Chlorotoluene | HCID 7238 | — |
| 반응물 | Lithium amide | HCID 24532 | — |
| 반응물 | 2-(Di-tert-butylphosphino)biphenyl | HCID 2734215 | — |
| 반응물 | Sodium t-butoxide | HCID 23676156 | — |
| 촉매 | (1E,4E)-1,5-diphenylpenta-1,4-dien-3-one; palladium | HCID 6505921 | — |
| 촉매 | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| 용매 | Toluene | HCID 1140 | — |
| 용매 | Diethyl Ether | HCID 3283 | — |
| 생성물 | Benzenamine, 2-methyl-N-(2-methylphenyl)- | HCID 136423 | 72% |
반응 단계
The round bottom flask was heated then allow to cool to room temperature under argon. Add Pd2(dba)3 (1.39 g, 1.52 mmoles, 1.0 mol %) or Pd(dba)2 (1.38 g, 2.4 mmol, 1.4 mol %), 2-(di-tert-butylphosphino)biphenyl (1.09 g, 3.65 mmol, 2.4 mol %), 2-bromotoluene (40 mL, 332.1 mmoles) or 2-chlorotoluene (39 mL, 332.1 mmoles), lithium amide (3.47 g, 151.1 mmol, 45 mol %), sodium t-butoxide 29.5 g, 297.7 mmoles, 90 mol %), then toluene (150 mL). Heat at 80° C. under argon overnight. Let cool to room temperature. Diluted with diethyl ether then filtered through a pad of celite. Concentrated the resulting filtrate in vacuo. Used in the next reaction without purification. Purified the resulting residue by column chromatography with hexane to give the product as white crystals with a yellow tint (23.4 g, 118.6 mmol, 72% yield).
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 특허 번호 | US08785434B2 |
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| 출처 데이터셋 | uspto-grants-2014_07 |
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| ORD ID | ord-bc28434e357143fbb628c77639ce971c |
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| 출처 메모 | uspto-grants-2014_07 |
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