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HRID 1482576作成日:2026年10月26日

1-Bromo-3-chloropropane → 1-(3-chloropropyl)-2-methyl-1H-benzimidazole

https://huagongshe.com/reaction/1482576

反応式

関与物質

役割名称HCID仕込み量
反応物1-Bromo-3-chloropropaneHCID 8006—
反応物2-MethylbenzimidazoleHCID 11984—
反応物Sodium HydroxideHCID 14798—
触媒Tetrabutylammonium BromideHCID 74236—
溶媒DichloromethaneHCID 6344—
生成物1-(3-chloropropyl)-2-methyl-1H-benzimidazoleHCID 2123936062.1%

反応条件

温度60 °C

反応手順

2-methyl-1H-benzimidazole (13.2 g, 0.10 mol) was dissolved into 200 ml of 20% wt. sodium hydroxide, 3-chlorobromopropane (31.4 g, 0.20 mol) and tetrabutyl ammonium bromide (1.0 g) were added, and mixed for 5 min. The mixture was heated to 60° C., stirred to react for 2 hours. Then the reaction solution was cooled down to ambient temperature, 100 ml of dichloromethane was added for extraction and liquid separation. To the aqueous phase, 100 of dichloromethane was added for extraction. Organic phases were mixed, washed with 100 ml of saturated saline. Liquid was separated, and organic phase was evaporated to dryness to produce oily product. Oily products were separated and purified by chromatography with neutral Al2O3 to produce 12.9 g of 1-(3-chloropropyl)-2-methyl-1H-benzimidazole, with a yield of 62.1%.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US09415047B2
出典データセットuspto-grants-2016_08
ORD IDord-a52e6e614df043b19ce775c816ab460d
出典メモuspto-grants-2016_08