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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 480267Generated: October 26, 2026

Potassium Carbonate → 2-(2-(4-(4-(t-Butoxycarbonylmethoxy)-phenoxy)phenyl)acetylamino)benzoic acid methyl ester

https://huagongshe.com/reaction/480267

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactanttert-Butyl bromoacetateHCID 79177—
ReactantMethyl 2-(4-(4-hydroxyphenoxy)phenylacetamido)benzoateHCID 20602792—
SolventDimethylformamideHCID 6228—
Product2-(2-(4-(4-(t-Butoxycarbonylmethoxy)-phenoxy)phenyl)acetylamino)benzoic acid methyl esterHCID 6974680060%

Reaction Steps

Potassium carbonate (162 mg) was added to 221 mg of 2-(2-(4-(4-hydroxyphenyloxy)phenyl)acetylamino)benzoic acid methyl ester obtained by the Reference Example 24, the mixture was suspended in dried DMF (5 ml), t-butyl bromoacetate (130 μl) was added little by little to the suspension at room temperature, and the mixture was stirred as it is over a night at room temperature. After completing the reaction, DMF was distilled out under reduced pressure and the product was extracted with ethyl acetate. The organic layer was washed with saturated aqueous solution of potassium bisulfate and dried with anhydrous magnesium sulfate. After removing the solvent by distillation, the residue was purified by silica gel column chromatography (developing liquid: hexane:ethyl acetate 4:1 to 1:1) to obtain 174 mg of the subject compound. The 1H-NMR of the compound was consistent with the above structure.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06649656B1
Source datasetuspto-grants-2003_11
ORD IDord-56fea28c84b7475c94b392cab0282c95
Source noteuspto-grants-2003_11