関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | Hydrochloric Acid | HCID 313 | — |
| 反応物 | 4-Methoxyphenylacetic Acid | HCID 7690 | — |
| 反応物 | Hexamethyldisilazane | HCID 13838 | — |
| 反応物 | Methyl 2,4-dichlorobenzoate | HCID 37055 | — |
| 反応物 | Sodium | HCID 5360545 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 生成物 | 1-(2,4-Dichlorophenyl)-2-(4-methoxyphenyl)ethanone | HCID 61055475 | 31.2% |
反応手順
413 ml of a 2M solution of the sodium salt of hexamethyldisilazane in THF are cooled to −65° C. under a nitrogen atmosphere, 300 ml of THF are added, a solution of 55 g of 4-methoxyphenylacetic acid in 70 ml of THF is then added dropwise and the mixture is left stirring for 3 hours at a temperature of less than −45° C. 64.5 g of methyl 2,4-dichlorobenzoate are subsequently added dropwise and the mixture is left stirring while allowing the temperature to rise to 0° 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 dried over Na2SO4, and the solvent is evaporated under vacuum. The residue is chromatographed on silica gel, elution being carried out with heptane and then with the heptane/AcOEt mixture up to (90/10; v/v). 29 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-f304e214d6de4e7f830d0f20fc635329 |
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| 出典メモ | uspto-grants-2009_09 |
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