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1-Chloro-4-(chloromethyl)benzene → 3-(3-Bromophenyl)-4-(4-chlorophenyl)-3-methyl-2-butanone
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | 1-Chloro-4-(chloromethyl)benzene | HCID 7723 | — |
| 反応物 | Ethyl Acetate | HCID 8857 | — |
| 反応物 | Caesium hydroxide--water (1/1/1) | HCID 23679066 | — |
| 反応物 | 3-(3-Bromophenyl)butan-2-one | HCID 66436791 | — |
| 触媒 | Tetrabutylammonium Iodide | HCID 67553 | — |
| 溶媒 | Water | HCID 962 | — |
| 溶媒 | Dichloromethane | HCID 6344 | — |
| 生成物 | 3-(3-Bromophenyl)-4-(4-chlorophenyl)-3-methyl-2-butanone | HCID 68675648 | — |
反応手順
To a solution of 3-(3-bromophenyl)-2-butanone (2.0 g, 8.8 mmol) in methylene chloride (100 mL) was added 4-chlorobenzyl chloride (1.4 g, 8.8 mmol), tetrabutylammonium iodide (0.16 g, 0.44 mmol) and cesium hydroxide monohydrate (5.9 g, 35 mmol). After stirring at room temperature for 3.5 h, the reaction mixture was poured into ethyl acetate (100 mL) and water (100 mL). The organic layer was separated and the aqueous layer extracted with ethyl acetate. The combined organic extracts were washed with brine, dried over magnesium sulfate, filtered, and concentrated to dryness to give the title compound. 1H NMR (400 MHz, CD3OD): δ 7.5-7.1 (m, 4 H), 7.08 (d, 2H), 6.68 (d, 2H), 3.16 (ABq, 2H), 1.98 (s, 3H), 1.42 (s, 3H).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07423067B2 |
| 出典データセット | uspto-grants-2008_09 |
| ORD ID | ord-b7583f5efae64ba4bc4392e03243ee37 |
| 出典メモ | uspto-grants-2008_09 |