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Hydrochloric Acid → 4-[3-Chloro-4-(1-methyl-2-oxo-ethyl)-phenoxy]-benzonitrile
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Hydrochloric Acid | HCID 313 | — |
| 反応物 | Sodium Bicarbonate | HCID 516892 | — |
| 反応物 | Methoxymethyl-triphenylphosphonium chloride | HCID 2723798 | — |
| 反応物 | Potassium tert-butoxide | HCID 23665647 | — |
| 反応物 | 4-(4-Acetyl-3-chlorophenoxy)benzonitrile | HCID 64335501 | — |
| 溶媒 | Tetrahydrofuran | HCID 8028 | — |
| 生成物 | 4-[3-Chloro-4-(1-methyl-2-oxo-ethyl)-phenoxy]-benzonitrile | HCID 86645948 | — |
反応手順
Potassium tert-butoxide (248 mg) was added to a solution 4-(4-acetyl-3-chloro-phenoxy)-benzonitrile (500 mg) and (methoxymethyl)-triphenylphosphonium chloride (694 mg) in THF (10 ml) at room temperature. The mixture was stirred for 1 h at room temperature. 25% aqueous HCl (4 ml) was added. The resulting mixture was stirred 1 h at room temperature and poured then carefully to a saturated aqueous NaHCO3 solution. After neutralization, the mixture was extracted with EtOAc. The combined organic layers were dried over Na2SO4 and then concentrated to an oil. The residue was purified by flash chromatography (SiO2, EtOAc/heptane 1:2) to give the title compound (450 mg) as yellow oil. MS (m/e, ISP neg. ion)=284.3 [M−H+].
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08138189B2 |
| 出典データセット | uspto-grants-2012_03 |
| ORD ID | ord-e8ddd91e87ed4d8bb16d6688a903ae58 |
| 出典メモ | uspto-grants-2012_03 |