関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | Potassium Phosphate, Tribasic | HCID 62657 | — |
| 反応物 | 2,4,6-Trimethylbenzeneboronic acid | HCID 292184 | — |
| 反応物 | 2-Bromo-3-methoxycyclopent-2-enone | HCID 11095426 | — |
| 触媒 | palladium(II) acetate | HCID 167845 | — |
| 触媒 | 2-Dicyclohexylphosphino-2',6'-dimethoxybiphenyl | HCID 11269872 | — |
| 溶媒 | Toluene | HCID 1140 | — |
| 生成物 | 2-(2,4,6-Trimethylphenyl)-3-methoxy-cyclopent-2-enone | HCID 15577646 | 76.3% |
反応手順
To a suspension of 2-bromo-3-methoxy-cyclopent-2-enone (6.75 g, 35.3 mmol), 2,4,6-trimethylphenyl boronic acid (6.99 g, 42.6 mmol) and freshly ground potassium phosphate (15 g, 70.6 mmol) in degassed toluene (180 ml) under nitrogen are added Pd(OAc)2 (159 mg, 0.71 mmol) and S-Phos (579 mg, 1.41 mmol), and the reaction heated to 90° C. with stirring under N2 for 4 hours. The reaction mixture is partitioned between ethyl acetate (150 ml) and water (150 ml), and the organic layer is removed, Silica gel is added to the organic layer, the solvent is evaporated under reduced pressure and the residue is purified by flash chromatography on silica gel to give 2-(2,4,6-trimethylphenyl)-3-methoxy-cyclopent-2-enone (6.2 g).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 特許番号 | US09096560B2 |
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| 出典データセット | uspto-grants-2015_08 |
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| ORD ID | ord-322cfeffc88d47a0b5314d424c032dea |
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| 出典メモ | uspto-grants-2015_08 |
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