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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1603535Generated: November 1, 2026

5-[2-(2,5-Dimethoxyphenyl)ethyl]-2-amino benzoic acid methylester → 5-[2-(2,5-Dimethoxyphenyl)ethyl]-2-methoxycarbonylamino Benzoic acid Methylester

https://huagongshe.com/reaction/1603535

Reaction equation

Participants

RoleNameHCIDCharge
Reactant5-[2-(2,5-Dimethoxyphenyl)ethyl]-2-amino benzoic acid methylesterHCID 54461451—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventDichloromethaneHCID 6344—
Product5-[2-(2,5-Dimethoxyphenyl)ethyl]-2-methoxycarbonylamino Benzoic acid MethylesterHCID 54309221—

Reaction Steps

A mixture of 115 mg of 5-[2-(2,5-dimethoxyphenyl)ethyl]-2-amino benzoic acid methylester and 50 mg of 4-dimethylaminopyridine in 6 ml of dry dichloromethane is treated with 35 mg of methyl chloroformiate and stirred for 3 hours at room temperature. Then the mixture is poured onto aqueous pH7 buffer solution and extracted with ethyl acetate. The combined organic extracts are dried over magnesium sulfate and concentrated in vacuo. The crude product is purified by silica gel chromatography (cyclohexane/ethyl acetate=8/1) to yield the title compound as colourless crystals. mp: 80-82°.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05990116
Source datasetuspto-grants-1999_11
ORD IDord-dc304a7e6df74c3d8a8b730cbcae6740
Source noteuspto-grants-1999_11