참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | Potassium Phosphate, Tribasic | HCID 62657 | — |
| 반응물 | 2,4,6-Trimethylbenzeneboronic acid | HCID 292184 | — |
| 반응물 | 2-Bromo-3-methoxycyclopent-2-enone | HCID 11095426 | — |
| 촉매 | palladium(II) acetate | HCID 167845 | — |
| 촉매 | 2-Dicyclohexylphosphino-2',6'-dimethoxybiphenyl | HCID 11269872 | — |
| 용매 | Toluene | HCID 1140 | — |
| 생성물 | 2-(2,4,6-Trimethylphenyl)-3-methoxy-cyclopent-2-enone | HCID 15577646 | 76.3% |
반응 단계
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).
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 특허 번호 | US09096560B2 |
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| 출처 데이터셋 | uspto-grants-2015_08 |
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| ORD ID | ord-322cfeffc88d47a0b5314d424c032dea |
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| 출처 메모 | uspto-grants-2015_08 |
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