関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | Hydrochloric Acid | HCID 313 | — |
| 反応物 | 2,3-Difluoroanisole | HCID 2769344 | — |
| 反応物 | 1-Bromo-4-pentylbicyclo[2.2.2]octane | HCID 12534977 | — |
| 触媒 | Iron chloride (FeCl3) | HCID 24380 | — |
| 溶媒 | Dichloromethane | HCID 6344 | — |
| 溶媒 | Nitrobenzene | HCID 7416 | — |
| 生成物 | 2, 3-Difluoro-1-methoxy-4-(4-pentylbicyclo[2.2.2]octyl)benzene | HCID 54022762 | 44% |
反応手順
A solution of 1-bromo-4-pentylbicyclo[2.2.2]octane (6 g, 23 mmol) in sieve-dried nitrobenzene (100 cm3) is added dropwise to a stirred solution of 2, 3-difluoro-4-methoxybenzene (6 g, 23 mmol) and anhydrous iron(III)chloride (1.2 g, 9 mmol) in sieve-dried nitrobenzene (100 cm3) maintained at 80° C. throughout the addition and overnight. The cooled solution is added to a small volume of hydrochloric acid and stirred for 20 min. The organic layer is separated off and steam-distilled to yield a solid residue. This is taken up in dichloromethane and dried (MgSO4). The raw product is crystallised from ethanol to yield the desired 2, 3-difluoro-1-methoxy-4-(4-pentylbicyclo[2.2.2]octyl)benzene (3.2 g, 44%)
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 特許番号 | US06187393B1 |
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| 出典データセット | uspto-grants-2001_02 |
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| ORD ID | ord-ddc99246cd054390a1b76c96b70ac2c5 |
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| 出典メモ | uspto-grants-2001_02 |
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