関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | Iodine | HCID 807 | — |
| 反応物 | 1-Bromo-4-isopropylbenzene | HCID 11462 | — |
| 反応物 | Ammonium Chloride | HCID 25517 | — |
| 反応物 | Magnesium | HCID 5462224 | — |
| 反応物 | 2-(2,4-Dimethoxy-phenyl)-4,4-dimethyl-4,5-dihydro-oxazole | HCID 12421335 | — |
| 溶媒 | Diethyl Ether | HCID 3283 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 生成物 | 2-(4'-Isopropyl-5-methoxy-biphenyl-2-yl)-4,4-dimethyl-4,5-dihydro-oxazole | HCID 18545476 | 72.3% |
反応手順
To a suspension of magnesium (0.69 g) in Et2O (5 mL) containing a trace of iodine was added dropwise a solution of 1-bromo4-isopropyl-benzene (5.97 g) in Et2O (50 mL). Following the addition, the mixture was heated under reflux for 1 hour. The resulting grignard solution was then carrefully added to a solution of 2-(2,4-dimethoxy-phenyl)-4,4-dimethyl-4,5-dihydro-oxazole (3.52 g) in THF (60 mL) and the mixture was stirred at room temperature for 16 hours. The reaction mixture was then poured into saturated aqueous solution of NH4Cl and the mixture was extracted with Et2O, dried over Na2SO4, filtered and evaporated under reduced pressure. The residue was purified by flash chromatography eluting with CH2Cl2/AcOEt (85/15) to give the title compound (3.5 g) as a pale yellow oil.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 特許番号 | US06552022B1 |
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| 出典データセット | uspto-grants-2003_04 |
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| ORD ID | ord-cd1a4dc3af6c4c2e9f35784dbf9eda73 |
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| 出典メモ | uspto-grants-2003_04 |
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