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Benzyl Bromide → 4-methoxy-2-methyl-1-(phenylmethyl)-1H-indole
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Benzyl Bromide | HCID 7498 | — |
| 反応物 | Hexane | HCID 8058 | — |
| 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 | 4-methoxy-2-methyl-1-(phenylmethyl)-1H-indole | HCID 10777147 | 84% |
反応手順
4-Methoxy-2-methyl-1H-indole (1 g, 6.2 mmol) was added to 248 mg (6.2 mmol) of 60% sodium hydride/mineral oil (washed with hexane before adding DMF) in 15 mL of DMF and after stirring for 0.5 hour, 0.74 mL (6.2 mmol) of benzyl bromide 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 1.3 g (84% yield) of 4-methoxy-2-methyl-1-(phenylmethyl)-1H-indole, melting at 96°-116° 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-8c72bfcb26eb4ce38bf4d9fcc1fda530 |
| 出典メモ | uspto-grants-1998_03 |