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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1018251Generated: November 1, 2026

Acetic acid, 2-(4-formylphenoxy)- → 2-(4-Carboxymethoxy-phenyl)-1-cyclohexyl-1H-benzoimidazole-5-carboxylic Acid Ethyl Ester

https://huagongshe.com/reaction/1018251

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic acid, 2-(4-formylphenoxy)-HCID 89177—
ReactantEthyl 3-amino-4-(aminocyclohexyl)benzoateHCID 22669240—
ReactantPotassium hydroxy sulfiteHCID 23707502—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
Product2-(4-Carboxymethoxy-phenyl)-1-cyclohexyl-1H-benzoimidazole-5-carboxylic Acid Ethyl EsterHCID 2337821865%

Reaction Steps

Following the procedure of example 1, ethyl 3-amino-4-(aminocyclohexyl)benzoate (1.077 g, 4.1 mmol) and 4-formylphenoxyacetic acid (0.748 g, 4.15 mmol) were dissolved in a mixture of DMF (8 mL) and water (0.5 mL). Oxone® (0.7 equivalent, 2.87 mmol, 1.764 g) was added and the mixture stirred for 30 min at room temperature (HPLC: complete). Water was added to precipitate the product, which was collected by filtration, washed with water and dried (1.130 g, 65% yield, brown solid).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06479508B1
Source datasetuspto-grants-2002_11
ORD IDord-31e8192a6074423a88a9b340b108b511
Source noteuspto-grants-2002_11