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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1482576Erstellt: 24. Oktober 2026

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

https://huagongshe.com/de/reaction/1482576

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt1-Bromo-3-chloropropaneHCID 8006—
Edukt2-MethylbenzimidazoleHCID 11984—
EduktSodium HydroxideHCID 14798—
KatalysatorTetrabutylammonium BromideHCID 74236—
LösungsmittelDichloromethaneHCID 6344—
Produkt1-(3-chloropropyl)-2-methyl-1H-benzimidazoleHCID 2123936062,1%

Reaktionsbedingungen

Temperatur60 °C

Reaktionsschritte

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%.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09415047B2
Quelldatensatzuspto-grants-2016_08
ORD IDord-a52e6e614df043b19ce775c816ab460d
Quellennotizuspto-grants-2016_08