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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1482572Generated: October 25, 2026

Sodium Hydroxide → 1-(4-chlorobutyl)-6-fluoro-1H-benzimidazole

https://huagongshe.com/reaction/1482572

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
Reactant1-Bromo-4-chlorobutaneHCID 81364—
Reactant5-FluorobenzimidazoleHCID 235698—
CatalystTetrabutylammonium BromideHCID 74236—
Product1-(4-chlorobutyl)-6-fluoro-1H-benzimidazoleHCID 11838686562.6%

Reaction Conditions

Temperature60 °C

Reaction Steps

6-fluoro-1H-benzimidazole (13.2 g, 0.10 mol) was dissolved into 200 ml of 20% wt. sodium hydroxide, 4-chlorobromobutane (34.3 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. Post treatment was performed based on common method one for synthesis. Oily products were separated and purified by chromatography with neutral Al2O3 to produce 14.2 g of 1-(4-chlorobutyl)-6-fluoro-1H-benzimidazole, with a yield of 62.6%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09415047B2
Source datasetuspto-grants-2016_08
ORD IDord-f41fe3c1cac94ed2992c861bf9dd7823
Source noteuspto-grants-2016_08