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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2448Generated: October 25, 2026

Sodium Hydroxide → 4-Methoxymethyl-N-(2-methoxyphenyl)benzamide

https://huagongshe.com/reaction/2448

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
Reactant4-Chloromethyl-N-(2-methoxyphenyl)benzamideHCID 19689968—
ReactantMeOH tetrahydrofuranHCID 21899815—
Product4-Methoxymethyl-N-(2-methoxyphenyl)benzamideHCID 1744502492.9%

Reaction Steps

4-Chloromethyl-N-(2-methoxyphenyl)benzamide (138 mg, 0.50 mmol) was dissolved in a methanol-THF (1:1) mixture solution (6 ml) to which was subsequently added 10% sodium hydroxide aqueous solution (3 ml) at room temperature. After 14 hours of stirring at the same temperature, the reaction solution was subjected to 3 hours of ultrasonic treatment. After removing the organic solvent by evaporation, the resulting residue was extracted with methylene chloride and dried on anhydrous magnesium sulfate. After removing the solvent by evaporation, the resulting colorless oily material was purified by silica gel column chromatography (ether:hexane=1:2) to obtain 126 mg (92.9%) of the title compound in the form of colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05728835
Source datasetuspto-grants-1998_03
ORD IDord-ad335823cf4c4c7daba8d6b3227c7ced
Source noteuspto-grants-1998_03