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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 341869Erstellt: 25. Oktober 2026

Dimethylformamide → 167356-39-0

https://huagongshe.com/reaction/341869

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDimethylformamideHCID 6228—
EduktSodium BicarbonateHCID 516892—
EduktChloromethyl butanoateHCID 2725008—
EduktHCID 22884797HCID 22884797—
Produkt167356-39-0HCID 2288479970%

Reaktionsbedingungen

Temperatur80 °C

Reaktionsschritte

To a stirred mixture of (4R)-1,4-dihydro-2,6-dimethyl-4-(2',3'-dichorophenyl)-5-carboxymethyl-3-pyridinecarboxylic acid (2.93 g, 8.23 mmol) and sodium bicarbonate (1.38 g, 16.5 mmol) in DMF (150 ml) under nitrogen atmosphere was added chloromethyl butyrate (1.72 g, 12.6 mmol). The reaction mixture was heated at 80° C. for 17 h. Workup by filtration followed by evaporation of solvent. The crude residue was chromatographed on silica gel with 5% ethyl acetate in dichloromethane. Recrystallization from diisopropylether gave colorless crystals (2.62 g, 70%), mp. 128°-129° C. NMR spectral data are identical with the data of the racemate as shown in Example 3. [α]D20 =+17.5° (1% in methanol).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05856346
Quelldatensatzuspto-grants-1999_01
ORD IDord-87aacaf89f584194a518128384d95ddc
Quellennotizuspto-grants-1999_01