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Water → 2-(3-Hydroxyphenyl)acetonitrile
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Water | HCID 962 | — |
| 反応物 | Boron tribromide | HCID 25134 | — |
| 反応物 | (3-Methoxyphenyl)acetonitrile | HCID 88310 | — |
| 溶媒 | Dichloromethane | HCID 6344 | — |
| 生成物 | 2-(3-Hydroxyphenyl)acetonitrile | HCID 13781042 | 71% |
反応手順
To a solution of 2-(3-methoxyphenyl)acetonitrile (2 g; 13.59 mmol) in 13 mL of dry dichloromethane (DCM) cooled at 0° C. under an inert atmosphere, a 1M solution of BBr3 in DCM (28.54 mmol; 28.54 mL) is slowly added dropwise. The mixture is stirred at room temperature for 20 hours. The reaction mixture is then poured into ice, water is added and the organic phase is extracted three times with dichloromethane, washed with brine and dried over anhydrous Na2SO4. After evaporation, the crude mixture is purified by flash-chromatography on silica gel using petroleum ether/EtAc (80/20) as an eluant, affording 1.28 g (71%) of 2-(3-hydroxyphenyl)acetonitrile.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US09447029B2 |
| 出典データセット | uspto-grants-2016_09 |
| ORD ID | ord-421976812b0e42e5bece4cc9233e266c |
| 出典メモ | uspto-grants-2016_09 |