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Triethylamine → (R)-1-acryloyl-pyrrolidine-2-carboxylic acid benzyl ester
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Triethylamine | HCID 8471 | — |
| 反応物 | Acryloyl chloride | HCID 13140 | — |
| 反応物 | benzyl (2R)-pyrrolidine-2-carboxylate hydrochloride | HCID 22827650 | — |
| 溶媒 | Dichloromethane | HCID 6344 | — |
| 生成物 | (R)-1-acryloyl-pyrrolidine-2-carboxylic acid benzyl ester | HCID 53983923 | 101.2% |
反応手順
To a solution of 390 mg (1.6 mmol) D-Proline benzyl ester hydrochloride and 0.47 ml (3.4 mmol) triethylamine in 20 ml dichloromethane at 0° C. was added dropwise 0.2 ml (2.4 mmol) acryloyl chloride and stirring continued for 24 h at room temperature. The reaction mixture was then washed sequentially with water, 1M hydrochloric acid and once more with water, and the aqueous phases back-extracted with dichloromethane. The combined organic extracts were dried over sodium sulphate and concentrated in vacuo to afford 420 mg (100%) of the title compound (R)-1-acryloyl-pyrrolidine-2-carboxylic acid benzyl ester as a colorless oil.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US06262089B1 |
| 出典データセット | uspto-grants-2001_07 |
| ORD ID | ord-9b14d26f6a7e4585b62205775eefa93a |
| 出典メモ | uspto-grants-2001_07 |