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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 61893Erstellt: 23. Oktober 2026

Ethyl isobutyrate → 2-(6-Methoxy-pyridin-2-yl)-2-methyl-propionic acid ethyl ester

https://huagongshe.com/de/reaction/61893

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktEthyl isobutyrateHCID 7342—
EduktTetrahydrofuranHCID 8028—
Edukt2-Bromo-6-methoxypyridineHCID 256810—
EduktLithium HexamethyldisilazideHCID 2733832—
KatalysatorTris(1,1-dimethylethyl)phosphineHCID 83681—
KatalysatorBis(dibenzylideneacetone)palladiumHCID 9811564—
LösungsmittelTolueneHCID 1140—
LösungsmittelEthyl AcetateHCID 8857—
Produkt2-(6-Methoxy-pyridin-2-yl)-2-methyl-propionic acid ethyl esterHCID 6683492564,4%

Reaktionsbedingungen

Temperatur100 °C

Reaktionsschritte

2-Bromo-6-methoxypyridine (7.0 g), ethyl isobutyrate (4.75 g), tri t-butylphosphine (300 mg) and Pd2(dba)3 (680 mg) were dissolved in toluene (200 ml) under nitrogen atmosphere, added with THF solution of LiHMDS (1.6 M, 24 ml), and the mixture was stirred at 100° C. for 6 hrs. The reaction mixture was diluted with ethyl acetate (300 ml), and washed three times with 15% brine (200 ml). The organic layer was concentrated under reduced pressure and the resulting residues were purified by silica gel column (n-hexane/ethyl acetate=4/1) to obtain the title compound (5.353 g, yield 60%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09440922B2
Quelldatensatzuspto-grants-2016_09
ORD IDord-e6f1d85672d846248de4662bd3f783e2
Quellennotizuspto-grants-2016_09