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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 74275Generated: November 2, 2026

Methanol → 5-(Benzoxazol-2-yl)-1-carboxymethyl-2-methylbenzimidazole

https://huagongshe.com/reaction/74275

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantSodium HydroxideHCID 14798—
Reactant5-(Benzoxazol-2-yl)-2-methyl-1-tert-butoxycarbonylmethylbenzimidazoleHCID 67497805—
SolventChloroformHCID 6212—
Product5-(Benzoxazol-2-yl)-1-carboxymethyl-2-methylbenzimidazoleHCID 6749808391%

Reaction Steps

To a solution of 5-(benzoxazol-2-yl)-2-methyl-1-tert-butoxycarbonylmethylbenzimidazole (see Working Example 91-2) (100 mg, 0.275 mmol) in chloroform (3 mL) was added aqueous sodium hydroxide solution (1 M, 0.55 mL, 0.55 mmol). This two-layer solution was homogenized by the addition of methanol, and this was stirred at room temperature for 2 hours. After the reaction was complete, the solution was concentrated, aqueous acetic acid solution was added, and this was stirred at room temperature. The precipitated crystals were filtered, and after washing with water were dried to yield the title compound (76.9 mg, 91% yield) as light yellow crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08829035B2
Source datasetuspto-grants-2014_09
ORD IDord-c505535102c54ae7a81742dc7d38ba94
Source noteuspto-grants-2014_09