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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1603536Generated: November 1, 2026

Methyl iodide → 5-[2-(2,5-Dimethoxyphenyl)ethyl]-2-methylamino Benzoic Acid Methylester

https://huagongshe.com/reaction/1603536

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantSodium hydrideHCID 24758—
Reactant5-[2-(2,5-Dimethoxyphenyl)ethyl]-2-amino benzoic acid methylesterHCID 54461451—
SolventDimethylformamideHCID 6228—
Product5-[2-(2,5-Dimethoxyphenyl)ethyl]-2-methylamino Benzoic Acid MethylesterHCID 54499320—

Reaction Steps

110 mg of 5-[2-(2,5-dimethoxyphenyl)ethyl]-2-amino benzoic acid methylester are dissolved in 6 ml of dry dimethylformamide and treated with 13 mg of sodium hydride (80% in mineral oil). After stirring for 30 minutes at room temperature, 0.2 ml of methyl iodide are added and stirring continued overnight. The solvent is distilled off in vacuo, and the residue is partitioned between aqueous ph7 buffer solution and ethyl acetate. The separated organic layer is dried over magnesium sulfate and concentrated in vacuo. The residue is chromatographed on silica gel (hexane/ethyl acetate=7/1) to give the title compound as colourless crystals. mp: 73°.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05990116
Source datasetuspto-grants-1999_11
ORD IDord-2a2924bc14d84fe3a893cb5f4f7e4010
Source noteuspto-grants-1999_11