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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1848573Generated: October 31, 2026

Potassium Carbonate → {2-[(3-Bromo-4-chloro-benzoyl)-methyl-amino]-phenoxy}-acetic acid methyl ester

https://huagongshe.com/reaction/1848573

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantMethyl bromoacetateHCID 60984—
Reactant3-bromo-4-chloro-N-(2-hydroxy-phenyl)-N-methyl-benzamideHCID 68603117—
SolventDimethylformamideHCID 6228—
Product{2-[(3-Bromo-4-chloro-benzoyl)-methyl-amino]-phenoxy}-acetic acid methyl esterHCID 6860294692.3%

Reaction Steps

A mixture of 3-bromo-4-chloro-N-(2-hydroxy-phenyl)-N-methyl-benzamide (442 mg, 1.3 mmol), methylbromoacetate (0.247 mL, 2.6 mmol) and K2CO3 (717 mg, 5.2 mmol) was heated in DMF (8 mL) at 80° C. for 5 hrs. After cooling to room temperature, the mixture was partitioned between ethyl acetate and water. The organic layer was separated and washed with brine, dried over Na2SO4, then purified by silica gel column chromatography eluted with ethyl acetate/hexane (1/4) to yield {2-[(3-bromo-4-chloro-benzoyl)-methyl-amino]-phenoxy}-acetic acid methyl ester (495 mg). MS [M+H]+: 413.9; tR=2.75 min. (method 1)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08952161B2
Source datasetuspto-grants-2015_02
ORD IDord-ef5ff05459b841d680619bc8287c1d7e
Source noteuspto-grants-2015_02