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Sodium hydride → 5-Benzyl-1-benzyloxymethyl-4-isopropyl-2-methyl-1H-imidazole
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Sodium hydride | HCID 24758 | — |
| 反応物 | Benzyl chloromethyl ether | HCID 137983 | — |
| 反応物 | 5-Benzyl-4-isopropyl-2-methylimidazole | HCID 19002981 | — |
| 溶媒 | Dimethylformamide | HCID 6228 | — |
| 生成物 | 5-Benzyl-1-benzyloxymethyl-4-isopropyl-2-methyl-1H-imidazole | HCID 475890 | 53.5% |
反応手順
To a solution of 980 mg of 5-benzyl-4-isopropyl-2-methylimidazole (4.58 mmol) in 9.8 ml of dry dimethylformamide is added 238 mg of 60% oil suspension of sodium hydride (5.95 mmol) under ice cooling. Ten minutes later, 935 mg of benzyloxymethyl chloride (5.97 mmol) is dropwise added. One hour later, the reaction mixture is poured onto ice water and extracted with ethyl acetate. The extract is washed with saturated brine, dried over sodium sulfate, filtered and the liltrate is concentrated in vacuo. The crude product is chromatographed on a column of silica gel, eluting with ethyl acetate and n-hexane (1:1) to give 820 mg of the objective 5-benzyl-1-benzyloxymethyl-4-isopropyl-2-methylimidazole (I-42). Yield, 54.17%.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US05326780 |
| 出典データセット | uspto-grants-1994_07 |
| ORD ID | ord-3fff75646f38466cbb9f78f76b3ea88c |
| 出典メモ | uspto-grants-1994_07 |