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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1485928Generated: October 30, 2026

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

https://huagongshe.com/reaction/1485928

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 numberUS09422310B2
Source datasetuspto-grants-2016_08
ORD IDord-604b4743996f40339109b2643191c2c5
Source noteuspto-grants-2016_08