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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 454866Erstellt: 24. Oktober 2026

1,2-Dimethoxyethane → 6-Chloro-1-(4-fluoro-2-methylphenyl)phthalazine

https://huagongshe.com/de/reaction/454866

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt1,2-DimethoxyethaneHCID 8071—
EduktSodium CarbonateHCID 10340—
Edukt(4-Fluoro-2-methylphenyl)boronic acidHCID 2734665—
Edukt1,6-DichlorophthalazineHCID 14322333—
KatalysatorHCID 178418476HCID 178418476—
LösungsmittelEthanolHCID 702—
LösungsmittelMethanolHCID 887—
Produkt6-Chloro-1-(4-fluoro-2-methylphenyl)phthalazineHCID 66739677—

Reaktionsbedingungen

Temperatur80 °C

Reaktionsschritte

A mixture of 1,6-dichlorophthalazine (5.39 g, 27.1 mmol), 4-fluoro-2-methylphenylboronic acid (5.00 g, 32.5 mmol), trans-dichlorobis(triphenylphosphine)palladium (II) (0.950 g, 1.35 mmol), and sodium carbonate (8.61 g, 81.2 mmol) in a 2:1 mixture of DME and EtOH (40 mL) was heated at 80° C. in an oil bath for 18 h. The mixture was cooled to room temperature, diluted with MeOH and filtered through a pad of Celite. The filtrate was concentrated over silica gel and purified using column chromatography (0-25% EtOAc in hexanes) to provide the title compound as a yellow crystalline solid. MS (ESI, pos. ion) m/z: 272.8 (M+1).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08497269B2
Quelldatensatzuspto-grants-2013_07
ORD IDord-e58d42084b4e4f40a7c92999a1b40f21
Quellennotizuspto-grants-2013_07