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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 85366Erstellt: 24. Oktober 2026

2-Dimethylaminopyridine → 2-Hydroxy-5-(9z,12z,15z)-octadeca-9,12,15-trienamidobenzoic acid

https://huagongshe.com/de/reaction/85366

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt2-DimethylaminopyridineHCID 21885—
EduktMethyl 5-amino-2-hydroxybenzoateHCID 135127—
Edukt1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 2723939—
EduktLinolenic AcidHCID 5280934—
LösungsmittelDichloromethaneHCID 6344—
Produkt2-Hydroxy-5-(9z,12z,15z)-octadeca-9,12,15-trienamidobenzoic acidHCID 4462605380,9%

Reaktionsschritte

To a solution of (9Z,12Z,15Z)-octadeca-9,12,15-trienoic acid (1.66 g, 5.98 mmol) and methyl 5-amino-2-hydroxybenzoate (1.0 g, 5.98 mmol) in methylene chloride (100 mL) was added 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (1.16 g, 6.0 mmol) and dimethylaminopyridine (100 mg). The mixture was stirred under N2 (14 h) and then diluted with methylene chloride (100 mL) and washed successively with 3N HCl, saturated aqueous sodium bicarbonate solution and brine. The organic layer was dried over anhydrous magnesium sulfate, filtered and concentrated to give the corresponding amide (2.0 g).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08846972B2
Quelldatensatzuspto-grants-2014_09
ORD IDord-e5d441e51e2d47b999881497bd9efa37
Quellennotizuspto-grants-2014_09