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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1250504Generated: October 31, 2026

Triethylamine → HCID 15906613, compound

https://huagongshe.com/reaction/1250504

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantThionyl ChlorideHCID 24386—
ReactantO-Methylhydroxylamine hydrochlorideHCID 521874—
Reactant4-Methoxy-6-[3-(trifluoromethyl)phenoxy] picolinic acidHCID 10903076—
SolventBenzeneHCID 241—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
ProductHCID 15906613HCID 15906613—

Reaction Steps

0.4 g (0.00128 mol) of 4-methoxy-6-{3-(trifluoromethyl)phenoxy)-2-pyridine carboxylic acid was mixed with 0.3 g (0.00128×2.0 mol) of thionyl chloride and then with about 10 ml of benzene and a small amount of DMF, followed by treating the obtained mixture under reflux for about 30 minutes. The reaction solution was concentrated and mixed with methylene chloride and then with 0.21 g (0.00128×2.0 mol) of methoxylamine hydrochloride and 0.33 g (0.00128×2.5 mol) of triethyl amine, followed by stirring at room temperature for about one hour. The reaction solution was distributed in ethyl acetate-saturated sodium bicarbonate water, and washed with saturated brine. The organic phase of the solution was dried with anhydrous sodium sulfate, concentrated and purified by silica gel column chromatography (eluting solution: ethyl acetate/hexane), thereby obtaining an aimed product.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06339045B1
Source datasetuspto-grants-2002_01
ORD IDord-68cb5e2d217c44cdbf0fb9dece2826b1
Source noteuspto-grants-2002_01