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HRID 505作成日:2026年10月23日

Piperazine → 1-(2-Chlorophenyl)piperazine

https://huagongshe.com/ja/reaction/505

反応式

関与物質

役割名称HCID仕込み量
反応物PiperazineHCID 4837—
反応物1-Bromo-2-chlorobenzeneHCID 12754—
試薬Sodium t-butoxideHCID 23676156—
触媒Binap, (A+-)-HCID 634876—
触媒Bis(dibenzylideneacetone)palladiumHCID 9811564—
溶媒TolueneHCID 1140—
生成物1-(2-Chlorophenyl)piperazineHCID 41562858.41%

反応条件

温度110 °C

反応手順

To a stirred sol of 1-bromo-2-chlorobenzene (0.606 mL, 5.22 mmol) in toluene (10 mL) was added Pd2(dba)3 (0.239 g, 0.26 mmol), BINAP (0.163 g, 0.26 mmol), sodium tert-butoxide (0.753 g, 7.83 mmol) and piperazine (1.350 g, 15.67 mmol) and the resulting sol was heated at 110 °C for 16 h. Filtered through a celeite pad & crude mixture was purified by column chromatography to afford (DCM:MeOH 90:10) to afford 1-(2-chlorophenyl)piperazine (0.600 g, 58.4 %) as a brown gum.

情報源と証拠

出典データセット750 AstraZeneca ELN dataset
ORD IDord-bb7f6619ebed4436b7a7f09c9d4cd82e
出典メモ750 AstraZeneca ELN dataset