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Bromoacetonitrile → 4-(5-Chloro-2-hydroxy-phenyl)-4-oxo-butyronitrile
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Bromoacetonitrile | HCID 11534 | — |
| 反応物 | 3-Chloro-6-hydroxyacetophenone | HCID 74061 | — |
| 反応物 | Carbonic acid, monomethyl ester, magnesium salt (2:1) | HCID 167017 | — |
| 溶媒 | Hydrochloric Acid | HCID 313 | — |
| 生成物 | 4-(5-Chloro-2-hydroxy-phenyl)-4-oxo-butyronitrile | HCID 21973322 | 58.6% |
反応手順
A solution of 1-(5-chloro-2-hydroxy-phenyl)-ethanone (1.0 g, 5.86 mmol) and magnesium methylcarbonate (13 mL, 32.5 mmol, 2.5 M solution in DMF) was stirred at 120° C. for 3 hours. The mixture was cooled to ambient temperature followed by the addition of bromoacetonitrile (1.22 mL, 17.6 mmol). The resulting solution was stirred at 90° C. for 3 hours. The reaction was cooled to ambient temperature then slowly poured into 1 M hydrochloric acid (200 mL). This was extracted with ethyl acetate, washed with brine, dried over magnesium sulfate, filtered and concentrated. Flash chromatography on silica gel gave the title compound (0.72 g).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07098212B2 |
| 出典データセット | uspto-grants-2006_08 |
| ORD ID | ord-17531f7d84eb482b9d2cd0545ab98c03 |
| 出典メモ | uspto-grants-2006_08 |