関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | Hydrochloric Acid | HCID 313 | — |
| 反応物 | Hexamethyldisilazane | HCID 13838 | — |
| 反応物 | Methyl 2,4-dichlorobenzoate | HCID 37055 | — |
| 反応物 | Benzeneacetic acid, 4-bromo- | HCID 74654 | — |
| 反応物 | Sodium | HCID 5360545 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 生成物 | 2-(4-Bromophenyl)-1-(2,4-dichlorophenyl)ethan-1-one | HCID 63492363 | 70.2% |
反応手順
436 ml of a 2M solution of the sodium salt of hexamethyldisilazane in THF are cooled to −60° C. under a nitrogen atmosphere, 400 ml of THF are added, a solution of 75 g of 4-bromophenylacetic acid in 100 ml of THF is then added dropwise and the mixture is left stirring at −70° C. for 1 hour 30 minutes. 67.9 g of methyl 2,4-dichlorobenzoate are subsequently added dropwise, the mixture is left stirring for 30 minutes and then the temperature is allowed to rise to 5° C. The reaction mixture is poured onto an ice/1 liter of 2N HCl mixture and extracted with ether, the organic phase is washed with a saturated NaHCO3 solution and with water and dried over Na2SO4, the solvent is evaporated under vacuum to a volume of 200 ml, pentane is added and the crystalline product formed is filtered off. 80 g of the expected compound are obtained.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 特許番号 | US07589120B2 |
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| 出典データセット | uspto-grants-2009_09 |
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| ORD ID | ord-fa3d1f6dfb414a0dbdb1b605c459dcc3 |
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| 出典メモ | uspto-grants-2009_09 |
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