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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 50559Erstellt: 26. Oktober 2026

Sodium Carbonate → 3-(Pyrimidin-2-yl)benzaldehyde

https://huagongshe.com/reaction/50559

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktSodium CarbonateHCID 10340—
Edukt2-BromopyrimidineHCID 78345—
Edukt3-Formylphenylboronic acidHCID 2734356—
KatalysatorHCID 178418397HCID 178418397—
LösungsmittelWaterHCID 962—
LösungsmittelDichloromethaneHCID 6344—
Lösungsmittel1,2-DimethoxyethaneHCID 8071—
Produkt3-(Pyrimidin-2-yl)benzaldehydeHCID 2263081863,3%

Reaktionsschritte

A mixture of Na2CO3 (4.74 g, 44.72 mmol) and 3-formylphenylboronic acid (3.40 g, 22.67 mmol) in water (15 mL) were added to a solution of 2-bromopyrimidine (3.00 g, 18.87 mmol) and tetrakis(triphenylphosphine)palladium(0) (0.72 g, 0.62 mmol) in DME (30 mL) and the mixture was heated to reflux for 24 h. The cooled reaction mixture was diluted with dichloromethane, washed with sat. aq. NaHCO3 and brine, dried (MgSO4), and concentrated. Purification by chromatography (SiO2, 1:1 hexane/ethyl acetate) yielded 2.20 g (63%) of the title compound. MS 185 (M+H)+.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06713455B2
Quelldatensatzuspto-grants-2004_03
ORD IDord-5076d7fc011144d69d550d838b5650a4
Quellennotizuspto-grants-2004_03