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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 253474Generated: October 25, 2026

Water → 2-fluoro-5-methoxy-4-(1-methyl-1H-benzimidazol-2-ylmethoxy)-benzaldehyde

https://huagongshe.com/reaction/253474

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium hydrideHCID 24758—
Reactant2-(Chloromethyl)-1-methylbenzimidazoleHCID 248044—
Reactant2-Fluoro-4-hydroxy-5-methoxybenzaldehydeHCID 598155—
SolventDimethylacetamideHCID 31374—
Product2-fluoro-5-methoxy-4-(1-methyl-1H-benzimidazol-2-ylmethoxy)-benzaldehydeHCID 59803873267.3%

Reaction Conditions

Temperature80 °C

Reaction Steps

To a solution of 2-fluoro-4-hydroxy-5-methoxy-benzaldehyde (39, 3.0 g, 5 mmol) in N,N-dimethylacetamide (120 mL) was added sodium hydride (60% dispersion in mineral oil, 0.8 g, 19 mmol) portion wise. After the addition was complete, the reaction was stirred for 30 minutes after which 2-chloromethyl-1-methyl-1H-benzoimidazole (212, 2.9 g, 16 mmol) was added and then heated at 80° C. overnight. The reaction mixture was then poured into water (1 L) with stirring and the precipitated solid was filtered, washed with water and dried to give the desired compound (213, 4.2 g, 84% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07872018B2
Source datasetuspto-grants-2011_01
ORD IDord-5745c0bd33554da4aea5d3f33ddc96d3
Source noteuspto-grants-2011_01