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Imidazole → 1-Benzyl-3-t-butyldimethylsilyloxymethylpyrrolidine
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Imidazole | HCID 795 | — |
| 反応物 | Water | HCID 962 | — |
| 反応物 | tert-Butyldimethylsilyl chloride | HCID 28928 | — |
| 反応物 | (1-Benzylpyrrolidin-3-yl)methanol | HCID 5176654 | — |
| 溶媒 | Dimethylformamide | HCID 6228 | — |
| 生成物 | 1-Benzyl-3-t-butyldimethylsilyloxymethylpyrrolidine | HCID 19914927 | 86.7% |
反応手順
Imidazole (30.0 g) was added to a solution of 1-benzyl-3-hydroxymethylpyrrolidine (43.45 g) and t-butyldimethylsilyl chloride (48.5 g) in dimethylformamide(150 ml) under ice-cooling. The mixture was stirred at the same temperature for 2 hours and at ambient temperature for 15 hours. The mixture was poured into water (600 ml), extracted twice with ethyl acetate (200 ml and 100 ml), dried over magnesium sulfate and evaporated under reduced pressure to give a syrup. The syrup was subjected to a column chromatography on silica gel (500 g) and eluted with a mixture of methanol and dichloromethane (5:95 V/V) to give 1-benzyl-3-t-butyldimethylsilyloxymethylpyrrolidine (60.15 g).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US04923857 |
| 出典データセット | uspto-grants-1990_05 |
| ORD ID | ord-b1b110a41d2545c9b1e7640b3290c306 |
| 出典メモ | uspto-grants-1990_05 |