関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | Potassium Phosphate, Tribasic | HCID 62657 | — |
| 反応物 | Ethanone, 1-(2-chlorophenyl)- | HCID 72864 | — |
| 反応物 | 2-Methoxyphenylboronic acid | HCID 2733958 | — |
| 触媒 | palladium(II) acetate | HCID 167845 | — |
| 触媒 | 2-(Di-tert-butylphosphino)biphenyl | HCID 2734215 | — |
| 溶媒 | Toluene | HCID 1140 | — |
| 生成物 | 1-(2'-Methoxy[1,1'-biphenyl]-2-yl)ethanone | HCID 22218406 | 89% |
反応手順
An oven dried resealable Schlenk tube was evacuated and backfilled with argon and charged with palladium acetate (2.2 mg, 0.01 mmol, 1.0 mol %), 2-(di-tert-butylphosphino)biphenyl (6.0 mg, 0.020 mmol, 2.0 mol %), 2-methoxyphenylboronic acid (228 mg, 1.5 mmol), and potassium phosphate (425 mg, 2.0 mmol). The tube was evacuated and backfilled with argon, and toluene (3 mL) and 2′-chloroacetophenone (0.13 mL, 1.0 mmol) were added through a rubber septum. The tube was sealed with a teflon screwcap, and the reaction mixture was heated to 65° C. with stirring until the starting aryl chloride had been completely consumed as judged by GC analysis. The reaction mixture was then diluted with ether (30 mL) and poured into a separatory funnel. The mixture was washed with water (20 mL), and the aqueous layer was extracted with ether (20 mL). The combined organic layers were washed with brine (20 mL), dried over anhydrous magnesium sulfate, filtered, and concentrated. The crude material was purified by flash chromatography on silica gel to afford 201 mg (89%) of the title compound.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 特許番号 | US07560582B2 |
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| 出典データセット | uspto-grants-2009_07 |
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| ORD ID | ord-d4b37e60b66f4c42a7085eb1b6b6fb74 |
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| 出典メモ | uspto-grants-2009_07 |
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