関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | Tricyclohexylphosphine | HCID 75806 | — |
| 反応物 | Cyclopropylboronic acid | HCID 2760897 | — |
| 反応物 | Potassium phosphate, tribasic, monohydrate | HCID 22031701 | — |
| 反応物 | Methyl 2-bromo-4-(trifluoromethyl)benzoate | HCID 46311084 | — |
| 触媒 | palladium(II) acetate | HCID 167845 | — |
| 溶媒 | Water | HCID 962 | — |
| 溶媒 | Toluene | HCID 1140 | — |
| 生成物 | Methyl 2-cyclopropyl-4-(trifluoromethyl)benzoate | HCID 59438487 | 71% |
反応手順
To a solution of 400 mg (1.413 mmol) 2-bromo-4-trifluoromethyl-benzoic acid methyl ester, 146 mg (1.696 mmol) cyclopropyl boronic acid, 1.21 g (4.946 mmol) tri-potassium phosphate monohydrate and 40.9 mg (0.141 mmol) tricyclohexyl phosphine in 6 ml toluene and 0.3 ml water under nitrogen at room temperature, was added 15.9 mg (0.0707 mmol) palladium acetate. The mixture was stirred in a 100° C. oil bath for 4 hours and overnight at room temperature under nitrogen. The mixture was cooled to room temperature. Water was added and the mixture extracted with ethyl acetate. The organic layer was washed once with brine, dried over sodium sulfate, filtered and concentrated in vacuo. The crude compound was purified on silica gel (eluent: heptane/ethyl acetate 0 to 10%) to provide 0.24 g (71%) of the title compound as a yellow oil.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 特許番号 | US08524909B2 |
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| 出典データセット | uspto-grants-2013_09 |
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| ORD ID | ord-097425ff52c54562baa0eec500115c7e |
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| 出典メモ | uspto-grants-2013_09 |
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