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4-Toluenesulfonyl chloride → (5R)-5-(p-toluenesulphonylmethyl)-2-pyrrolidinone
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | 4-Toluenesulfonyl chloride | HCID 7397 | — |
| 反応物 | (R)-(-)-5-(Hydroxymethyl)-2-pyrrolidinone | HCID 7128291 | — |
| 触媒 | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| 溶媒 | Dichloromethane | HCID 6344 | — |
| 生成物 | (5R)-5-(p-toluenesulphonylmethyl)-2-pyrrolidinone | HCID 57059127 | 94.6% |
反応手順
To a solution of (5R)-5-hydroxymethyl-2-pyrrolidinone (5.0 g, 43 mmol) in methylene chloride (100 ml) was added 4-dimethylaminopyridine (15.7 g, 129 mmol) and p-toluenesulphonyl chloride (9.0 g, 47 mmol). The reaction was stirred at ambient temperature for 16 hours. The reaction was then washed with 1M hydrochloric acid and the organic layer separated. This was then dried over MgSO4, filtered and evaporated to give (5R)-5-(p-toluenesulphonylmethyl)-2-pyrrolidinone (10.3 g, 89%) as a white solid.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08492560B2 |
| 出典データセット | uspto-grants-2013_07 |
| ORD ID | ord-65b306221e8b4199ab7f562917989ec3 |
| 出典メモ | uspto-grants-2013_07 |