참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | Methyl Methacrylate | HCID 6658 | — |
| 반응물 | 1-Chloro-2,6-dimethylbenzene | HCID 32885 | — |
| 반응물 | alpha-Cyclohexylcyclohexanemethanamine | HCID 10774245 | — |
| 촉매 | Bis(dibenzylideneacetone)palladium | HCID 9811564 | — |
| 촉매 | Tri-tert-butylphosphonium Tetraphenylborate | HCID 23136663 | — |
| 용매 | 1,4-Dioxane | HCID 31275 | — |
| 생성물 | (E)-3-(2,6-dimethylphenyl)-2-methylacrylic acid methyl ester | HCID 66772813 | 75.8% |
반응 단계
A 30-ml four-necked flask was equipped with a stirrer, a thermometer and a reflux condenser. 0.703 g (5 mmol) of 2-chloro-meta-xylene, 1.001 g (10 mmol) of methyl methacrylate, 0.034 g (0.038 mmol) of tris(dibenzylideneacetone)dipalladium (0), 1.074 g (5.5 mmol) of dicyclohexylmethylamine and 5 ml of 1,4-dioxane were weighed in the flask, followed by stirring. Further, 0.078 g (0.15 mmol) of tri-tert-butylphosphonium tetraphenylborate obtained in Example A-1 was weighed in air and added into the flask. The flask was purged with argon, followed by stirring at 120° C. for 37 hours. After the completion of the reaction, 5 ml of toluene and 10 ml of saturated sodium chloride solution were added, followed by separation. The organic phase was purified by column chromatography to afford 0.774 g of (E)-3-(2,6-dimethylphenyl)-2-methylacrylic acid methyl ester (yield: 76 mol % based on 2-chloro-meta-xylene). The identification of the product was made by 1H-NMR and 13C-NMR.
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 특허 번호 | US07728176B2 |
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| 출처 데이터셋 | uspto-grants-2010_06 |
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| ORD ID | ord-eaead8a88a534c838a126946e0fc6db1 |
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| 출처 메모 | uspto-grants-2010_06 |
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