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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 253475Generated: October 31, 2026

Water → 4-(1-ethyl-1H-benzoimidazol-2-ylmethoxy)-2-fluoro-5-methoxy-benzaldehyde

https://huagongshe.com/reaction/253475

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantEthyl BromideHCID 6332—
ReactantSodium hydrideHCID 24758—
Reactant4-(1H-benzimidazol-2-ylmethoxy)-2-fluoro-5-methoxy-benzaldehydeHCID 58086020—
SolventDimethylacetamideHCID 31374—
Product4-(1-ethyl-1H-benzoimidazol-2-ylmethoxy)-2-fluoro-5-methoxy-benzaldehydeHCID 5980382289%

Reaction Steps

To a solution of 4-(1H-benzoimidazol-2-ylmethoxy)-2-fluoro-5-methoxy-benzaldehyde (215, 4.0 g, 13 mmol) in N,N-dimethylacetamide (80 mL) was added sodium hydride (60% dispersion in mineral oil, 0.65 g, 16 mmol) portion wise. After the addition was complete, the reaction was stirred for 30 minutes after which bromoethane (1.2 mL, 16 mmol) was added and then allowed to stir for several hours. 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 (216, 3.8 g, 87% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07872018B2
Source datasetuspto-grants-2011_01
ORD IDord-af7fd7be89234770830ee24e89cb90a7
Source noteuspto-grants-2011_01