関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | 5-Bromo-2-chlorobenzoyl chloride | HCID 2756871 | — |
| 反応物 | Aluminum(III) Chloride | HCID 6451240 | — |
| 反応物 | 2-(4-Fluorophenyl)thiophene | HCID 21894783 | — |
| 溶媒 | Dichloromethane | HCID 6344 | — |
| 生成物 | (5-Bromo-2-chloro-phenyl)-[5-(4-fluorophenyl)-2-thienyl]methanone | HCID 86685156 | 37.9% |
反応手順
AlCl3 (1.5 g, 11 mmol) was dissolved in 10 mL methylene chloride and cooled to −10° C., followed by addition of 5-bromo-2-chloro-benzoyl chloride 2a (2.54 g, 10 mmol) and 2-(4-fluorophenyl)thiophene 9b (1.78 g, 10 mmol). The reaction mixture was stirred for 30 minutes and then warmed to room temperature and stirred for another 16 hours. Thereafter, the reaction mixture was cooled to −10° C. The reaction mixture was extracted with ethyl acetate (50 mL×2) after a small amount of water and 20 mL 1 M hydrochloric acid were added. The organic extracts were combined, dried over anhydrous magnesium sulfate, and filtered. The filtrate was concentrated under reduced pressure and the resulting residue was purified by silica gel chromatography with elution system B to obtain the title compound (5-bromo-2-chloro-phenyl)-[5-(4-fluorophenyl)-2-thienyl]methanone 9c (1.5 g, yellow solid), yield: 37.9%.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 特許番号 | US08609622B2 |
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| 出典データセット | uspto-grants-2013_12 |
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| ORD ID | ord-240eb617cbd547599c069413a85720b1 |
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| 出典メモ | uspto-grants-2013_12 |
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