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Dimethyl Sulfoxide → 1-N-Cbz-3-pyrrolidinone
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Dimethyl Sulfoxide | HCID 679 | — |
| 反応物 | Triethylamine | HCID 8471 | — |
| 反応物 | Oxalyl chloride | HCID 65578 | — |
| 反応物 | Benzyl 3-hydroxypyrrolidine-1-carboxylate | HCID 560953 | — |
| 溶媒 | Water | HCID 962 | — |
| 生成物 | 1-N-Cbz-3-pyrrolidinone | HCID 561203 | — |
反応手順
150 ml of oxalic acid chloride was added to 2 liters of dichloromethylene. 245 ml of dimethylsulfoxide was gradually added at -70° to -50° C. in a stream of argon. 70.67 g of N-(N-(benzyloxycarbonyl)-3-pyrrolidinol dissolved in dichloromethylene was dropped. After gradual dropping of 720 ml of triethylamine, the mixture was raised to room temperature. After completion of the reaction, the reaction solution was poured into water and extracted with dichloromethylene, followed by removal of the solvent by distillation under reduced pressure. The residue was purified by column chromatography (eluting solvent: hexane-ethyl acetate), thereby obtaining 66.55 g of the intended compound.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US05468740 |
| 出典データセット | uspto-grants-1995_11 |
| ORD ID | ord-ea7c1b7701d14646b5be5ae07b542132 |
| 出典メモ | uspto-grants-1995_11 |