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1-Bromo-1-chloroethane → 1-(3,4-Dichlorophenyl)cyclopropanecarbonitrile
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | 1-Bromo-1-chloroethane | HCID 11654 | — |
| 反応物 | Sodium Hydroxide | HCID 14798 | — |
| 反応物 | (3,4-Dichlorophenyl)acetonitrile | HCID 76690 | — |
| 触媒 | Benzyl triethylammonium chloride | HCID 66133 | — |
| 溶媒 | Water | HCID 962 | — |
| 生成物 | 1-(3,4-Dichlorophenyl)cyclopropanecarbonitrile | HCID 11600939 | 102.4% |
反応手順
To a stirred mixture of 3,4-Dichloro-phenylacetonitrile (4.65 g. 25 mmol) triethylbenzylammonium chloride (0.2 g) and 1-bromochoroethane (4.2 ml, 50 mmol), 50% sodium hydroxide (16 ml, 200 mmol) was added dropwise at 50° then the reaction was stirred at 50° for 10 hrs. After cooling to rt, the reaction mixture was diluted with water and extracted with EtOAc (×3). The layers were separated, washed with water (×3) and brine, then dried over MgSO4. Evaporation of the solvent under reduced pressure afforded the title compound (5.43 g) which was then recrystallized from Et2O/hexanes as a pale pink solid (4.49 g, 85%). Lc/MS(ES) m/e 212 [M+H]+.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07427623B2 |
| 出典データセット | uspto-grants-2008_09 |
| ORD ID | ord-96c9846e5de44999b12d97648020fbad |
| 出典メモ | uspto-grants-2008_09 |