化工社化工社 化学情報印刷レポート · 研究参考用
Hexane → 1-[(4-fluorophenyl)methyl]-4-methoxy-2-methyl-1H-indole
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Hexane | HCID 8058 | — |
| 反応物 | 4-Fluorobenzyl chloride | HCID 9602 | — |
| 反応物 | Sodium hydride | HCID 24758 | — |
| 反応物 | 4-methoxy-2-methyl-1H-indole | HCID 10773274 | — |
| 溶媒 | Water | HCID 962 | — |
| 溶媒 | Dimethylformamide | HCID 6228 | — |
| 生成物 | 1-[(4-fluorophenyl)methyl]-4-methoxy-2-methyl-1H-indole | HCID 10825849 | 84% |
反応手順
4-Methoxy-2-methyl-1H-indole (805 mg, 5 mmol) was added to a mixture of 200 mg (5 mmol) of 60% sodium hydride/mineral oil (washed with hexane before adding DMF) in 10 mL of DMF and after stirring for 0.5 hours, 0.6 mL (5 mmol) of 4-fluorobenzyl chloride was added. The mixture was stirred at room temperature for 18 hours, diluted with water-and extracted with ethyl acetate. The ethyl acetate solution was washed with brine, dried (MgSO4) and after concentrating at reduced pressure, the residue was chromatographed on silica gel eluting with 20% EtOAc/hexane to give 1.1 g (84% yield) of 1-[(4-fluorophenyl)methyl]-4-methoxy-2-methyl-1H-indole, melting at 104°-108° C.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US05733923 |
| 出典データセット | uspto-grants-1998_03 |
| ORD ID | ord-69862c99df73480e9bc323a291044204 |
| 出典メモ | uspto-grants-1998_03 |