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Water → 3-Pyrrolidinol, 1-(phenylmethyl)-, 3-methanesulfonate, (3R)-
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Water | HCID 962 | — |
| 反応物 | Triethylamine | HCID 8471 | — |
| 反応物 | Methanesulfonyl chloride | HCID 31297 | — |
| 反応物 | (R)-(+)-1-Benzyl-3-pyrrolidinol | HCID 643472 | — |
| 溶媒 | Toluene | HCID 1140 | — |
| 生成物 | 3-Pyrrolidinol, 1-(phenylmethyl)-, 3-methanesulfonate, (3R)- | HCID 11807254 | 101.5% |
反応手順
(R)-1-Benzyl-3-hydroxypyrrolidine (3.9 g, 22 mmol) was dissolved in toluene (100 mL) and the solution stirred and cooled to 0°-5° C. Triethylamine (2.66 g, 26.2 mmol) was added followed by methanesulfonyl chloride (3.0 g, 26 mmol). A slurry formed after 30 minutes. The mixture was allowed to warm to room temperature and stirred overnight. Water (100 mL) was added to the reaction mixture and the organic layer separated and washed with water (100 mL) and concentrated under reduced pressure to give (R)-1-benzyl-3-mesyloxypyrrolidine (5.7 g) as a yellow oil:
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US05466828 |
| 出典データセット | uspto-grants-1995_11 |
| ORD ID | ord-8aae42672c7e40d4a3dc814ddb5d1c96 |
| 出典メモ | uspto-grants-1995_11 |