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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 902678Generated: October 27, 2026

Potassium Carbonate → {3-[3-(2-chloro-3-trifluoromethyl-benzylamino)-propoxy]-phenyl}-acetic Acid Methyl Ester

https://huagongshe.com/reaction/902678

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant2-Chloro-3-(trifluoromethyl)benzylamineHCID 5224207—
ReactantMethyl [3-(3-bromopropoxy)phenyl]acetateHCID 10565189—
SolventAcetonitrileHCID 6342—
Product{3-[3-(2-chloro-3-trifluoromethyl-benzylamino)-propoxy]-phenyl}-acetic Acid Methyl EsterHCID 6925465375.6%

Reaction Steps

A solution of [3-(3-bromo-propoxy)-phenyl]-acetic acid methyl ester (1.5 g, 5.26 mmol) and 2-chloro-3-trifluoromethyl-benzylamine (1 g, 4.77 mmol) in acetonitrile (300 ml) was treated with solid potassium carbonate (0.79 g, 5.74 mmol). The reaction was heated to reflux and stirred overnight. Upon cooling to room temperature, the reaction was filtered through a pad of celite, washed with EtOAc, and the filtrate was concentrated in vacuo. The crude product was purified by column chromatograph (EtOAc:Hexane/30:90) to give the title compound as an oil (1.5 g, 50%). MS m/e 402.2 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07365085B2
Source datasetuspto-grants-2008_04
ORD IDord-eeffc4fe615649d48e442c90a3331bd2
Source noteuspto-grants-2008_04