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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2239289Generated: October 31, 2026

Ethylene Glycol → 4-(benzyloxy)-2-methyl-1H-benzo[d]imidazole-6-carboxylic acid

https://huagongshe.com/reaction/2239289

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthylene GlycolHCID 174—
ReactantHydrochloric AcidHCID 313—
ReactantPotassium HydroxideHCID 14797—
Reactant4-(benzyloxy)-2-methyl-1H-benzo[d]imidazole-6-carbonitrileHCID 68576366—
Product4-(benzyloxy)-2-methyl-1H-benzo[d]imidazole-6-carboxylic acidHCID 6857453193%

Reaction Steps

A solution of 2-methyl-4-[(phenylmethyl)oxy]-1H-benzimidazole-6-carbonitrile (3.82 g, 14.5 mmol, STEP 3) and potassium hydroxide (85%, 10.2 g, 15.4 mmol) in ethylene glycol (50 mL) was heated to 170° C. for 20 minutes in the microwave synthesizer (Biotage, Emrys Optimizer). After cooling to room temperature, the mixture was acidified with 2M hydrochloric acid aqueous solution (pH=3). The precipitated solid was collected by filtration to afford the title compound as a white solid (3.83 g, 93%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07723321B2
Source datasetuspto-grants-2010_05
ORD IDord-dbfc30294c3d4fac93e67a92d26653cf
Source noteuspto-grants-2010_05