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Benzene → 1-(3-Chloropropyl)-1H-indole
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Benzene | HCID 241 | — |
| 反応物 | Indole | HCID 798 | — |
| 反応物 | 1-Bromo-3-chloropropane | HCID 8006 | — |
| 反応物 | Sodium hydride | HCID 24758 | — |
| 触媒 | Benzyl triethylammonium chloride | HCID 66133 | — |
| 溶媒 | Water | HCID 962 | — |
| 生成物 | 1-(3-Chloropropyl)-1H-indole | HCID 22048960 | 83% |
反応手順
To a stirred mixture of 58.5 g of 1H-indole, 107.5 ml of 1-bromo-3-chloropropane, 15 mg of N,N,N-triethylbenzenemethanaminium chloride and 450 ml of benzene were added dropwise, during a period of 30 minutes, 250 ml of a sodium hydride dispersion 60% at 40° C. Upon completion, stirring was continued for 1 hour at 40° C. Another amount of 15 ml of 1-bromo-3-chloropropane was added and stirring was continued for 1 hour at 50° C. After cooling, the reaction mixture was poured into water. The product was extracted with benzene. The extract was separated, dried, filtered and evaporated. The residue was distilled, yielding 80 ml (83%) of 1-(3-chloropropyl)-1H-indole (interm. 10); bp. 120-125° C.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US06352999B1 |
| 出典データセット | uspto-grants-2002_03 |
| ORD ID | ord-468dc21213c642339d76bae61e60d4ae |
| 出典メモ | uspto-grants-2002_03 |