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HRID 500181作成日:2026年10月27日

Pyrrolidine → 1-[(4-Bromophenoxy)acetyl]pyrrolidine

https://huagongshe.com/reaction/500181

反応式

関与物質

役割名称HCID仕込み量
反応物PyrrolidineHCID 31268—
反応物Oxalyl chlorideHCID 65578—
反応物p-Bromophenoxyacetic acidHCID 74657—
触媒DimethylformamideHCID 6228—
溶媒DichloromethaneHCID 6344—
生成物1-[(4-Bromophenoxy)acetyl]pyrrolidineHCID 787679—

反応手順

Oxalyl chloride (0.5 mL, 5.9 mmol) was added to a suspension of (4-bromophenoxy)acetic acid (0.462 g, 2.0 mmol) in methylene chloride (10 mL) and 2 drops of N,N-dimethylformamide. The mixture was stirred at RT for 2 h. The solvent was evaporated under reduced pressure. The residue was diluted with methylene chloride (10 mL), cooled with ice-water bath, and 1M of sodium hydroxide aqueous solution (3.0 mL) was added. To the mixture was added pyrrolidine (167 μL, 2.0 mmol). The mixture was stirred and allowed to warm to RT. The organic layer was separated, washed with water and brine, dried over Na2SO4, filtered, and concentrated. The residue was directly used in next step without further purification (550 mg, 96.7%). LCMS: (M+H)=286.0/284.0

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US07767675B2
出典データセットuspto-grants-2010_08
ORD IDord-746b17a2070148b2ad2b77f13ddfa069
出典メモuspto-grants-2010_08