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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 57812Erstellt: 26. Oktober 2026

3,5-Dibromopyridine → 3-Bromo-5-(prop-1-en-2-yl)pyridine

https://huagongshe.com/reaction/57812

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt3,5-DibromopyridineHCID 69369—
EduktSodium Carbonate DecahydrateHCID 151402—
Edukt4,4,5,5-Tetramethyl-2-(prop-1-en-2-yl)-1,3,2-dioxaborolaneHCID 10997426—
EduktPotassium acetate hydrateHCID 23702041—
KatalysatorHCID 178418807HCID 178418807—
LösungsmittelAcetonitrileHCID 6342—
Produkt3-Bromo-5-(prop-1-en-2-yl)pyridineHCID 2343680852%

Reaktionsschritte

A mixture of [1,1′-bis(diphenylphosphino)ferrocene]dichloropalladium(II) dichloromethane adduct; 98.0 mass %, potassium acetate hydrate (7.4997 mmol; 3.7 mL), sodium carbonate decahydrate (7.4997 mmol; 3.7 mL), Acetonitrile (15 mL) and 3,5-dibromopyridine (4.9998 mmol; 1184.4 mg) in 2-isopropenyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (4.9998 mmol; 840.0 mg; 0.940 mL) in a pressure tube was heated under microwave at 120° C. for 3 min. The mixture was cooled to room temperature. The layers were separated. The aqueous layer was extracted with EtOAc. The combined organic layer was concentrated. The residue was purified on silica eluted with 0 to 10% MeOH in DCM to afford 3-bromo-5-isopropenyl-pyridine as a dark tan solid (512.6 mg, 52%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09434725B2
Quelldatensatzuspto-grants-2016_09
ORD IDord-09526792083b4bb8a99e50999cd69c27
Quellennotizuspto-grants-2016_09