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HRID 129508作成日:2026年10月24日

Dimethyl Sulfoxide → 1-N-Cbz-3-pyrrolidinone

https://huagongshe.com/ja/reaction/129508

反応式

関与物質

役割名称HCID仕込み量
反応物Dimethyl SulfoxideHCID 679—
反応物TriethylamineHCID 8471—
反応物Oxalyl chlorideHCID 65578—
反応物Benzyl 3-hydroxypyrrolidine-1-carboxylateHCID 560953—
溶媒WaterHCID 962—
生成物1-N-Cbz-3-pyrrolidinoneHCID 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

DOI10.6084/m9.figshare.5104873.v1
特許番号US05468740
出典データセットuspto-grants-1995_11
ORD IDord-ea7c1b7701d14646b5be5ae07b542132
出典メモuspto-grants-1995_11