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Water → rac-(3R,4S)-1-benzylpyrrolidine-3,4-diol
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Water | HCID 962 | — |
| 反応物 | p-Chlorobenzenesulfonic acid | HCID 7400 | — |
| 反応物 | m-Chloroperbenzoic acid | HCID 70297 | — |
| 反応物 | 1-Benzyl-2,5-dihydropyrrole | HCID 561506 | — |
| 溶媒 | Acetone | HCID 180 | — |
| 生成物 | rac-(3R,4S)-1-benzylpyrrolidine-3,4-diol | HCID 536645 | 86.9% |
反応手順
To a solution of 15.9 g (0.1 mol) of 1-benzyl-3-pyrroline, 46.2 g (0.24 mol) of p-chlorobenzenesulfonic acid (produced by Tokyo Chemical Industry Co., Ltd.), 15.0 g of water, and 60.0 g of acetone in a round flask reactor, 31.1 g (0.13 mol) of 70% m-CPBA (m-chloroperbenzoic acid produced by Tokyo Chemical Industry Co., Ltd.) was added with stirring and allowed to react for 10 hours at 40° C. without irradiation by lamps. After completion, acetone was evaporated under reduced pressure, neutralized by NaOH (aq), and extracted with toluene and water. After the solvent was evaporated under reduced pressure, 16.8 g of 1-benzyl-3,4-dihydroxypyrrolidine (yield 86.9%) was obtained.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US06130338 |
| 出典データセット | uspto-grants-2000_10 |
| ORD ID | ord-c2fe5e9ff33c40debca4778e1dcff31b |
| 出典メモ | uspto-grants-2000_10 |