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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1945376Erstellt: 26. Oktober 2026

Trichlorophenoxyacetic acid → 3-[2-(2,4,5-Trichloro-phenoxy)-acetylamino]-benzoic acid methyl ester

https://huagongshe.com/reaction/1945376

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTrichlorophenoxyacetic acidHCID 1480—
EduktBenzoic acid, 3-amino-, methyl esterHCID 78274—
EduktPyBOPHCID 2724699—
Katalysator4-(Dimethylamino)pyridineHCID 14284—
LösungsmittelDimethylformamideHCID 6228—
Produkt3-[2-(2,4,5-Trichloro-phenoxy)-acetylamino]-benzoic acid methyl esterHCID 2481100185,6%

Reaktionsschritte

The mixture of (2,4,5-trichloro-phenoxyacetic acid (127.8 mg, 0.5 mmol), 3-aminobenzoic acid methyl ester (151.2 mg, 1.0 mmol), 4-dimethylaminopyridine (122.2 mg, 1.0 mmol) and benzotriazole-1-yl-oxy-tris-pyrrolidino-phosphonium hexafluorophosphate (pybop) (520.3 g, 1.0 mmol) in DMF (5.0 mL) was stirred overnight and then partitioned between ethyl acetate and 10% HCl. The organic phase was washed with brine, dried (MgSO4 anh), and concentrated. The residue was purified by silica gel flash column chromatography (n-Hexane:Ethyl acetate:MeOH=6:3:1) to give 3-[2-(2,4,5-trichloro-phenoxy)-acetylamino]-benzoic acid methyl ester as a white solid (166.4 mg, 85.6% yield).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08394799B2
Quelldatensatzuspto-grants-2013_03
ORD IDord-abdd9bc9d0c347d5a931bf1da08883e2
Quellennotizuspto-grants-2013_03