関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | Boron tribromide | HCID 25134 | — |
| 反応物 | 4-(4-Methoxyphenoxy)biphenyl | HCID 266864 | — |
| 反応物 | Water methylene chloride | HCID 21908982 | — |
| 溶媒 | Dichloromethane | HCID 6344 | — |
| 生成物 | 4-(4'-Hydroxyphenoxy)biphenyl | HCID 10563426 | 50.6% |
反応手順
To a solution of the product from step 1 (0.5 g, 1.81 mmol) in dichloromethane (10 mL) at −78° C. was added boron tribromide (1.0 M solution in dichloromethane, 5.43 mL, 5.43 mmol) dropwise over 5-10 min. The subsequent mixture was stirred at −78° C. for an hour followed by ambient temperature for 1 h. After cooling the reaction mixture to 0° C., it was slowly added to cold water/dichloromethane (50 mL/50 mL). The organic portion was washed with water, brine, dried over anhydrous Na2SO4 and concentrated in vacuo. The crude product was purified by silica gel flash chromatography using hexane/EtOAc (gradient system) to give the title compound (0.24 g, 47%) as an off-white solid.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 特許番号 | US07402684B2 |
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| 出典データセット | uspto-grants-2008_07 |
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| ORD ID | ord-217571d23617411da9d8bb5774b30b90 |
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| 出典メモ | uspto-grants-2008_07 |
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